diff --git a/apps/sim/app/api/auth/sso/register/route.ts b/apps/sim/app/api/auth/sso/register/route.ts
index ccda1314b..185273dbb 100644
--- a/apps/sim/app/api/auth/sso/register/route.ts
+++ b/apps/sim/app/api/auth/sso/register/route.ts
@@ -2,6 +2,7 @@ import { type NextRequest, NextResponse } from 'next/server'
 import { z } from 'zod'
 import { auth } from '@/lib/auth'
 import { env } from '@/lib/core/config/env'
+import { REDACTED_MARKER } from '@/lib/core/security/redaction'
 import { createLogger } from '@/lib/logs/console/logger'
 
 const logger = createLogger('SSO-Register')
@@ -236,13 +237,13 @@ export async function POST(request: NextRequest) {
           oidcConfig: providerConfig.oidcConfig
             ? {
                 ...providerConfig.oidcConfig,
-                clientSecret: '[REDACTED]',
+                clientSecret: REDACTED_MARKER,
               }
             : undefined,
           samlConfig: providerConfig.samlConfig
             ? {
                 ...providerConfig.samlConfig,
-                cert: '[REDACTED]',
+                cert: REDACTED_MARKER,
               }
             : undefined,
         },
diff --git a/apps/sim/app/api/folders/[id]/route.ts b/apps/sim/app/api/folders/[id]/route.ts
index 8c42b9656..773427e23 100644
--- a/apps/sim/app/api/folders/[id]/route.ts
+++ b/apps/sim/app/api/folders/[id]/route.ts
@@ -141,6 +141,23 @@ export async function DELETE(
       )
     }
 
+    // Check if deleting this folder would delete the last workflow(s) in the workspace
+    const workflowsInFolder = await countWorkflowsInFolderRecursively(
+      id,
+      existingFolder.workspaceId
+    )
+    const totalWorkflowsInWorkspace = await db
+      .select({ id: workflow.id })
+      .from(workflow)
+      .where(eq(workflow.workspaceId, existingFolder.workspaceId))
+
+    if (workflowsInFolder > 0 && workflowsInFolder >= totalWorkflowsInWorkspace.length) {
+      return NextResponse.json(
+        { error: 'Cannot delete folder containing the only workflow(s) in the workspace' },
+        { status: 400 }
+      )
+    }
+
     // Recursively delete folder and all its contents
     const deletionStats = await deleteFolderRecursively(id, existingFolder.workspaceId)
 
@@ -202,6 +219,34 @@ async function deleteFolderRecursively(
   return stats
 }
 
+/**
+ * Counts the number of workflows in a folder and all its subfolders recursively.
+ */
+async function countWorkflowsInFolderRecursively(
+  folderId: string,
+  workspaceId: string
+): Promise<number> {
+  let count = 0
+
+  const workflowsInFolder = await db
+    .select({ id: workflow.id })
+    .from(workflow)
+    .where(and(eq(workflow.folderId, folderId), eq(workflow.workspaceId, workspaceId)))
+
+  count += workflowsInFolder.length
+
+  const childFolders = await db
+    .select({ id: workflowFolder.id })
+    .from(workflowFolder)
+    .where(and(eq(workflowFolder.parentId, folderId), eq(workflowFolder.workspaceId, workspaceId)))
+
+  for (const childFolder of childFolders) {
+    count += await countWorkflowsInFolderRecursively(childFolder.id, workspaceId)
+  }
+
+  return count
+}
+
 // Helper function to check for circular references
 async function checkForCircularReference(folderId: string, parentId: string): Promise<boolean> {
   let currentParentId: string | null = parentId
diff --git a/apps/sim/app/api/knowledge/[id]/documents/[documentId]/chunks/route.ts b/apps/sim/app/api/knowledge/[id]/documents/[documentId]/chunks/route.ts
index 659328dda..284f06937 100644
--- a/apps/sim/app/api/knowledge/[id]/documents/[documentId]/chunks/route.ts
+++ b/apps/sim/app/api/knowledge/[id]/documents/[documentId]/chunks/route.ts
@@ -156,6 +156,7 @@ export async function POST(
       const validatedData = CreateChunkSchema.parse(searchParams)
 
       const docTags = {
+        // Text tags (7 slots)
         tag1: doc.tag1 ?? null,
         tag2: doc.tag2 ?? null,
         tag3: doc.tag3 ?? null,
@@ -163,6 +164,19 @@ export async function POST(
         tag5: doc.tag5 ?? null,
         tag6: doc.tag6 ?? null,
         tag7: doc.tag7 ?? null,
+        // Number tags (5 slots)
+        number1: doc.number1 ?? null,
+        number2: doc.number2 ?? null,
+        number3: doc.number3 ?? null,
+        number4: doc.number4 ?? null,
+        number5: doc.number5 ?? null,
+        // Date tags (2 slots)
+        date1: doc.date1 ?? null,
+        date2: doc.date2 ?? null,
+        // Boolean tags (3 slots)
+        boolean1: doc.boolean1 ?? null,
+        boolean2: doc.boolean2 ?? null,
+        boolean3: doc.boolean3 ?? null,
       }
 
       const newChunk = await createChunk(
diff --git a/apps/sim/app/api/knowledge/[id]/documents/[documentId]/route.test.ts b/apps/sim/app/api/knowledge/[id]/documents/[documentId]/route.test.ts
index 07f9b9846..710d9eea8 100644
--- a/apps/sim/app/api/knowledge/[id]/documents/[documentId]/route.test.ts
+++ b/apps/sim/app/api/knowledge/[id]/documents/[documentId]/route.test.ts
@@ -72,6 +72,16 @@ describe('Document By ID API Route', () => {
     tag5: null,
     tag6: null,
     tag7: null,
+    number1: null,
+    number2: null,
+    number3: null,
+    number4: null,
+    number5: null,
+    date1: null,
+    date2: null,
+    boolean1: null,
+    boolean2: null,
+    boolean3: null,
     deletedAt: null,
   }
 
diff --git a/apps/sim/app/api/knowledge/[id]/documents/[documentId]/route.ts b/apps/sim/app/api/knowledge/[id]/documents/[documentId]/route.ts
index 66f15071c..6e5495aa7 100644
--- a/apps/sim/app/api/knowledge/[id]/documents/[documentId]/route.ts
+++ b/apps/sim/app/api/knowledge/[id]/documents/[documentId]/route.ts
@@ -23,7 +23,7 @@ const UpdateDocumentSchema = z.object({
   processingError: z.string().optional(),
   markFailedDueToTimeout: z.boolean().optional(),
   retryProcessing: z.boolean().optional(),
-  // Tag fields
+  // Text tag fields
   tag1: z.string().optional(),
   tag2: z.string().optional(),
   tag3: z.string().optional(),
@@ -31,6 +31,19 @@ const UpdateDocumentSchema = z.object({
   tag5: z.string().optional(),
   tag6: z.string().optional(),
   tag7: z.string().optional(),
+  // Number tag fields
+  number1: z.string().optional(),
+  number2: z.string().optional(),
+  number3: z.string().optional(),
+  number4: z.string().optional(),
+  number5: z.string().optional(),
+  // Date tag fields
+  date1: z.string().optional(),
+  date2: z.string().optional(),
+  // Boolean tag fields
+  boolean1: z.string().optional(),
+  boolean2: z.string().optional(),
+  boolean3: z.string().optional(),
 })
 
 export async function GET(
diff --git a/apps/sim/app/api/knowledge/[id]/documents/route.test.ts b/apps/sim/app/api/knowledge/[id]/documents/route.test.ts
index 1ff73940f..2b22613f6 100644
--- a/apps/sim/app/api/knowledge/[id]/documents/route.test.ts
+++ b/apps/sim/app/api/knowledge/[id]/documents/route.test.ts
@@ -80,6 +80,16 @@ describe('Knowledge Base Documents API Route', () => {
     tag5: null,
     tag6: null,
     tag7: null,
+    number1: null,
+    number2: null,
+    number3: null,
+    number4: null,
+    number5: null,
+    date1: null,
+    date2: null,
+    boolean1: null,
+    boolean2: null,
+    boolean3: null,
     deletedAt: null,
   }
 
diff --git a/apps/sim/app/api/knowledge/search/route.test.ts b/apps/sim/app/api/knowledge/search/route.test.ts
index 3195988f0..94f8a0a2b 100644
--- a/apps/sim/app/api/knowledge/search/route.test.ts
+++ b/apps/sim/app/api/knowledge/search/route.test.ts
@@ -64,6 +64,11 @@ vi.mock('@/app/api/knowledge/utils', () => ({
   checkKnowledgeBaseAccess: mockCheckKnowledgeBaseAccess,
 }))
 
+const mockGetDocumentTagDefinitions = vi.fn()
+vi.mock('@/lib/knowledge/tags/service', () => ({
+  getDocumentTagDefinitions: mockGetDocumentTagDefinitions,
+}))
+
 const mockHandleTagOnlySearch = vi.fn()
 const mockHandleVectorOnlySearch = vi.fn()
 const mockHandleTagAndVectorSearch = vi.fn()
@@ -156,6 +161,7 @@ describe('Knowledge Search API Route', () => {
       doc1: 'Document 1',
       doc2: 'Document 2',
     })
+    mockGetDocumentTagDefinitions.mockClear()
 
     vi.stubGlobal('crypto', {
       randomUUID: vi.fn().mockReturnValue('mock-uuid-1234-5678'),
@@ -659,8 +665,8 @@ describe('Knowledge Search API Route', () => {
 
   describe('Optional Query Search', () => {
     const mockTagDefinitions = [
-      { tagSlot: 'tag1', displayName: 'category' },
-      { tagSlot: 'tag2', displayName: 'priority' },
+      { tagSlot: 'tag1', displayName: 'category', fieldType: 'text' },
+      { tagSlot: 'tag2', displayName: 'priority', fieldType: 'text' },
     ]
 
     const mockTaggedResults = [
@@ -689,9 +695,7 @@ describe('Knowledge Search API Route', () => {
     it('should perform tag-only search without query', async () => {
       const tagOnlyData = {
         knowledgeBaseIds: 'kb-123',
-        filters: {
-          category: 'api',
-        },
+        tagFilters: [{ tagName: 'category', value: 'api', fieldType: 'text', operator: 'eq' }],
         topK: 10,
       }
 
@@ -706,10 +710,11 @@ describe('Knowledge Search API Route', () => {
         },
       })
 
-      // Mock tag definitions queries for filter mapping and display mapping
-      mockDbChain.limit
-        .mockResolvedValueOnce(mockTagDefinitions) // Tag definitions for filter mapping
-        .mockResolvedValueOnce(mockTagDefinitions) // Tag definitions for display mapping
+      // Mock tag definitions for validation
+      mockGetDocumentTagDefinitions.mockResolvedValue(mockTagDefinitions)
+
+      // Mock tag definitions queries for display mapping
+      mockDbChain.limit.mockResolvedValueOnce(mockTagDefinitions)
 
       // Mock the tag-only search handler
       mockHandleTagOnlySearch.mockResolvedValue(mockTaggedResults)
@@ -729,7 +734,9 @@ describe('Knowledge Search API Route', () => {
       expect(mockHandleTagOnlySearch).toHaveBeenCalledWith({
         knowledgeBaseIds: ['kb-123'],
         topK: 10,
-        filters: { category: 'api' }, // Note: When no tag definitions are found, it uses the original filter key
+        structuredFilters: [
+          { tagSlot: 'tag1', fieldType: 'text', operator: 'eq', value: 'api', valueTo: undefined },
+        ],
       })
     })
 
@@ -737,9 +744,7 @@ describe('Knowledge Search API Route', () => {
       const combinedData = {
         knowledgeBaseIds: 'kb-123',
         query: 'test search',
-        filters: {
-          category: 'api',
-        },
+        tagFilters: [{ tagName: 'category', value: 'api', fieldType: 'text', operator: 'eq' }],
         topK: 10,
       }
 
@@ -754,10 +759,11 @@ describe('Knowledge Search API Route', () => {
         },
       })
 
-      // Mock tag definitions queries for filter mapping and display mapping
-      mockDbChain.limit
-        .mockResolvedValueOnce(mockTagDefinitions) // Tag definitions for filter mapping
-        .mockResolvedValueOnce(mockTagDefinitions) // Tag definitions for display mapping
+      // Mock tag definitions for validation
+      mockGetDocumentTagDefinitions.mockResolvedValue(mockTagDefinitions)
+
+      // Mock tag definitions queries for display mapping
+      mockDbChain.limit.mockResolvedValueOnce(mockTagDefinitions)
 
       // Mock the tag + vector search handler
       mockHandleTagAndVectorSearch.mockResolvedValue(mockSearchResults)
@@ -784,7 +790,9 @@ describe('Knowledge Search API Route', () => {
       expect(mockHandleTagAndVectorSearch).toHaveBeenCalledWith({
         knowledgeBaseIds: ['kb-123'],
         topK: 10,
-        filters: { category: 'api' }, // Note: When no tag definitions are found, it uses the original filter key
+        structuredFilters: [
+          { tagSlot: 'tag1', fieldType: 'text', operator: 'eq', value: 'api', valueTo: undefined },
+        ],
         queryVector: JSON.stringify(mockEmbedding),
         distanceThreshold: 1, // Single KB uses threshold of 1.0
       })
@@ -928,10 +936,10 @@ describe('Knowledge Search API Route', () => {
     it('should handle tag-only search with multiple knowledge bases', async () => {
       const multiKbTagData = {
         knowledgeBaseIds: ['kb-123', 'kb-456'],
-        filters: {
-          category: 'docs',
-          priority: 'high',
-        },
+        tagFilters: [
+          { tagName: 'category', value: 'docs', fieldType: 'text', operator: 'eq' },
+          { tagName: 'priority', value: 'high', fieldType: 'text', operator: 'eq' },
+        ],
         topK: 10,
       }
 
@@ -951,37 +959,14 @@ describe('Knowledge Search API Route', () => {
           knowledgeBase: { id: 'kb-456', userId: 'user-123', name: 'Test KB 2' },
         })
 
-      // Reset all mocks before setting up specific behavior
-      Object.values(mockDbChain).forEach((fn) => {
-        if (typeof fn === 'function') {
-          fn.mockClear().mockReturnThis()
-        }
-      })
+      // Mock tag definitions for validation
+      mockGetDocumentTagDefinitions.mockResolvedValue(mockTagDefinitions)
 
-      // Create fresh mocks for multiple database calls needed for multi-KB tag search
-      const mockTagDefsQuery1 = {
-        ...mockDbChain,
-        limit: vi.fn().mockResolvedValue(mockTagDefinitions),
-      }
-      const mockTagSearchQuery = {
-        ...mockDbChain,
-        limit: vi.fn().mockResolvedValue(mockTaggedResults),
-      }
-      const mockTagDefsQuery2 = {
-        ...mockDbChain,
-        limit: vi.fn().mockResolvedValue(mockTagDefinitions),
-      }
-      const mockTagDefsQuery3 = {
-        ...mockDbChain,
-        limit: vi.fn().mockResolvedValue(mockTagDefinitions),
-      }
+      // Mock the tag-only search handler
+      mockHandleTagOnlySearch.mockResolvedValue(mockTaggedResults)
 
-      // Chain the mocks for: tag defs, search, display mapping KB1, display mapping KB2
-      mockDbChain.select
-        .mockReturnValueOnce(mockTagDefsQuery1)
-        .mockReturnValueOnce(mockTagSearchQuery)
-        .mockReturnValueOnce(mockTagDefsQuery2)
-        .mockReturnValueOnce(mockTagDefsQuery3)
+      // Mock tag definitions queries for display mapping
+      mockDbChain.limit.mockResolvedValueOnce(mockTagDefinitions)
 
       const req = createMockRequest('POST', multiKbTagData)
       const { POST } = await import('@/app/api/knowledge/search/route')
@@ -1076,6 +1061,11 @@ describe('Knowledge Search API Route', () => {
         },
       })
 
+      // Mock tag definitions for validation
+      mockGetDocumentTagDefinitions.mockResolvedValue([
+        { tagSlot: 'tag1', displayName: 'tag1', fieldType: 'text' },
+      ])
+
       mockHandleTagOnlySearch.mockResolvedValue([
         {
           id: 'chunk-2',
@@ -1108,13 +1098,15 @@ describe('Knowledge Search API Route', () => {
       const mockTagDefs = {
         select: vi.fn().mockReturnThis(),
         from: vi.fn().mockReturnThis(),
-        where: vi.fn().mockResolvedValue([]),
+        where: vi
+          .fn()
+          .mockResolvedValue([{ tagSlot: 'tag1', displayName: 'tag1', fieldType: 'text' }]),
       }
       mockDbChain.select.mockReturnValueOnce(mockTagDefs)
 
       const req = createMockRequest('POST', {
         knowledgeBaseIds: ['kb-123'],
-        filters: { tag1: 'api' },
+        tagFilters: [{ tagName: 'tag1', value: 'api', fieldType: 'text', operator: 'eq' }],
         topK: 10,
       })
 
@@ -1143,6 +1135,11 @@ describe('Knowledge Search API Route', () => {
         },
       })
 
+      // Mock tag definitions for validation
+      mockGetDocumentTagDefinitions.mockResolvedValue([
+        { tagSlot: 'tag1', displayName: 'tag1', fieldType: 'text' },
+      ])
+
       mockHandleTagAndVectorSearch.mockResolvedValue([
         {
           id: 'chunk-3',
@@ -1176,14 +1173,16 @@ describe('Knowledge Search API Route', () => {
       const mockTagDefs = {
         select: vi.fn().mockReturnThis(),
         from: vi.fn().mockReturnThis(),
-        where: vi.fn().mockResolvedValue([]),
+        where: vi
+          .fn()
+          .mockResolvedValue([{ tagSlot: 'tag1', displayName: 'tag1', fieldType: 'text' }]),
       }
       mockDbChain.select.mockReturnValueOnce(mockTagDefs)
 
       const req = createMockRequest('POST', {
         knowledgeBaseIds: ['kb-123'],
         query: 'relevant content',
-        filters: { tag1: 'guide' },
+        tagFilters: [{ tagName: 'tag1', value: 'guide', fieldType: 'text', operator: 'eq' }],
         topK: 10,
       })
 
diff --git a/apps/sim/app/api/knowledge/search/route.ts b/apps/sim/app/api/knowledge/search/route.ts
index 1bd86c40a..4172ebc2d 100644
--- a/apps/sim/app/api/knowledge/search/route.ts
+++ b/apps/sim/app/api/knowledge/search/route.ts
@@ -1,8 +1,10 @@
 import { type NextRequest, NextResponse } from 'next/server'
 import { z } from 'zod'
 import { generateRequestId } from '@/lib/core/utils/request'
-import { TAG_SLOTS } from '@/lib/knowledge/constants'
+import { ALL_TAG_SLOTS } from '@/lib/knowledge/constants'
 import { getDocumentTagDefinitions } from '@/lib/knowledge/tags/service'
+import { buildUndefinedTagsError, validateTagValue } from '@/lib/knowledge/tags/utils'
+import type { StructuredFilter } from '@/lib/knowledge/types'
 import { createLogger } from '@/lib/logs/console/logger'
 import { estimateTokenCount } from '@/lib/tokenization/estimators'
 import { getUserId } from '@/app/api/auth/oauth/utils'
@@ -20,6 +22,16 @@ import { calculateCost } from '@/providers/utils'
 
 const logger = createLogger('VectorSearchAPI')
 
+/** Structured tag filter with operator support */
+const StructuredTagFilterSchema = z.object({
+  tagName: z.string(),
+  tagSlot: z.string().optional(),
+  fieldType: z.enum(['text', 'number', 'date', 'boolean']).default('text'),
+  operator: z.string().default('eq'),
+  value: z.union([z.string(), z.number(), z.boolean()]),
+  valueTo: z.union([z.string(), z.number()]).optional(),
+})
+
 const VectorSearchSchema = z
   .object({
     knowledgeBaseIds: z.union([
@@ -39,18 +51,17 @@ const VectorSearchSchema = z
       .nullable()
       .default(10)
       .transform((val) => val ?? 10),
-    filters: z
-      .record(z.string())
+    tagFilters: z
+      .array(StructuredTagFilterSchema)
       .optional()
       .nullable()
-      .transform((val) => val || undefined), // Allow dynamic filter keys (display names)
+      .transform((val) => val || undefined),
   })
   .refine(
     (data) => {
-      // Ensure at least query or filters are provided
       const hasQuery = data.query && data.query.trim().length > 0
-      const hasFilters = data.filters && Object.keys(data.filters).length > 0
-      return hasQuery || hasFilters
+      const hasTagFilters = data.tagFilters && data.tagFilters.length > 0
+      return hasQuery || hasTagFilters
     },
     {
       message: 'Please provide either a search query or tag filters to search your knowledge base',
@@ -88,45 +99,81 @@ export async function POST(request: NextRequest) {
       )
 
       // Map display names to tag slots for filtering
-      let mappedFilters: Record<string, string> = {}
-      if (validatedData.filters && accessibleKbIds.length > 0) {
-        try {
-          // Fetch tag definitions for the first accessible KB (since we're using single KB now)
-          const kbId = accessibleKbIds[0]
-          const tagDefs = await getDocumentTagDefinitions(kbId)
+      let structuredFilters: StructuredFilter[] = []
 
-          logger.debug(`[${requestId}] Found tag definitions:`, tagDefs)
-          logger.debug(`[${requestId}] Original filters:`, validatedData.filters)
+      // Handle tag filters
+      if (validatedData.tagFilters && accessibleKbIds.length > 0) {
+        const kbId = accessibleKbIds[0]
+        const tagDefs = await getDocumentTagDefinitions(kbId)
 
-          // Create mapping from display name to tag slot
-          const displayNameToSlot: Record<string, string> = {}
-          tagDefs.forEach((def) => {
-            displayNameToSlot[def.displayName] = def.tagSlot
-          })
+        // Create mapping from display name to tag slot and fieldType
+        const displayNameToTagDef: Record<string, { tagSlot: string; fieldType: string }> = {}
+        tagDefs.forEach((def) => {
+          displayNameToTagDef[def.displayName] = {
+            tagSlot: def.tagSlot,
+            fieldType: def.fieldType,
+          }
+        })
 
-          // Map the filters and handle OR logic
-          Object.entries(validatedData.filters).forEach(([key, value]) => {
-            if (value) {
-              const tagSlot = displayNameToSlot[key] || key // Fallback to key if no mapping found
+        // Validate all tag filters first
+        const undefinedTags: string[] = []
+        const typeErrors: string[] = []
 
-              // Check if this is an OR filter (contains |OR| separator)
-              if (value.includes('|OR|')) {
-                logger.debug(
-                  `[${requestId}] OR filter detected: "${key}" -> "${tagSlot}" = "${value}"`
-                )
-              }
+        for (const filter of validatedData.tagFilters) {
+          const tagDef = displayNameToTagDef[filter.tagName]
 
-              mappedFilters[tagSlot] = value
-              logger.debug(`[${requestId}] Mapped filter: "${key}" -> "${tagSlot}" = "${value}"`)
-            }
-          })
+          // Check if tag exists
+          if (!tagDef) {
+            undefinedTags.push(filter.tagName)
+            continue
+          }
 
-          logger.debug(`[${requestId}] Final mapped filters:`, mappedFilters)
-        } catch (error) {
-          logger.error(`[${requestId}] Filter mapping error:`, error)
-          // If mapping fails, use original filters
-          mappedFilters = validatedData.filters
+          // Validate value type using shared validation
+          const validationError = validateTagValue(
+            filter.tagName,
+            String(filter.value),
+            tagDef.fieldType
+          )
+          if (validationError) {
+            typeErrors.push(validationError)
+          }
         }
+
+        // Throw combined error if there are any validation issues
+        if (undefinedTags.length > 0 || typeErrors.length > 0) {
+          const errorParts: string[] = []
+
+          if (undefinedTags.length > 0) {
+            errorParts.push(buildUndefinedTagsError(undefinedTags))
+          }
+
+          if (typeErrors.length > 0) {
+            errorParts.push(...typeErrors)
+          }
+
+          return NextResponse.json({ error: errorParts.join('\n') }, { status: 400 })
+        }
+
+        // Build structured filters with validated data
+        structuredFilters = validatedData.tagFilters.map((filter) => {
+          const tagDef = displayNameToTagDef[filter.tagName]!
+          const tagSlot = filter.tagSlot || tagDef.tagSlot
+          const fieldType = filter.fieldType || tagDef.fieldType
+
+          logger.debug(
+            `[${requestId}] Structured filter: ${filter.tagName} -> ${tagSlot} (${fieldType}) ${filter.operator} ${filter.value}`
+          )
+
+          return {
+            tagSlot,
+            fieldType,
+            operator: filter.operator,
+            value: filter.value,
+            valueTo: filter.valueTo,
+          }
+        })
+
+        logger.debug(`[${requestId}] Processed ${structuredFilters.length} structured filters`)
       }
 
       if (accessibleKbIds.length === 0) {
@@ -155,26 +202,29 @@ export async function POST(request: NextRequest) {
 
       let results: SearchResult[]
 
-      const hasFilters = mappedFilters && Object.keys(mappedFilters).length > 0
+      const hasFilters = structuredFilters && structuredFilters.length > 0
 
       if (!hasQuery && hasFilters) {
         // Tag-only search without vector similarity
-        logger.debug(`[${requestId}] Executing tag-only search with filters:`, mappedFilters)
+        logger.debug(`[${requestId}] Executing tag-only search with filters:`, structuredFilters)
         results = await handleTagOnlySearch({
           knowledgeBaseIds: accessibleKbIds,
           topK: validatedData.topK,
-          filters: mappedFilters,
+          structuredFilters,
         })
       } else if (hasQuery && hasFilters) {
         // Tag + Vector search
-        logger.debug(`[${requestId}] Executing tag + vector search with filters:`, mappedFilters)
+        logger.debug(
+          `[${requestId}] Executing tag + vector search with filters:`,
+          structuredFilters
+        )
         const strategy = getQueryStrategy(accessibleKbIds.length, validatedData.topK)
         const queryVector = JSON.stringify(await queryEmbeddingPromise)
 
         results = await handleTagAndVectorSearch({
           knowledgeBaseIds: accessibleKbIds,
           topK: validatedData.topK,
-          filters: mappedFilters,
+          structuredFilters,
           queryVector,
           distanceThreshold: strategy.distanceThreshold,
         })
@@ -257,9 +307,9 @@ export async function POST(request: NextRequest) {
             // Create tags object with display names
             const tags: Record<string, any> = {}
 
-            TAG_SLOTS.forEach((slot) => {
+            ALL_TAG_SLOTS.forEach((slot) => {
               const tagValue = (result as any)[slot]
-              if (tagValue) {
+              if (tagValue !== null && tagValue !== undefined) {
                 const displayName = kbTagMap[slot] || slot
                 logger.debug(
                   `[${requestId}] Mapping ${slot}="${tagValue}" -> "${displayName}"="${tagValue}"`
diff --git a/apps/sim/app/api/knowledge/search/utils.test.ts b/apps/sim/app/api/knowledge/search/utils.test.ts
index 1834873f5..882d65853 100644
--- a/apps/sim/app/api/knowledge/search/utils.test.ts
+++ b/apps/sim/app/api/knowledge/search/utils.test.ts
@@ -54,7 +54,7 @@ describe('Knowledge Search Utils', () => {
       const params = {
         knowledgeBaseIds: ['kb-123'],
         topK: 10,
-        filters: {},
+        structuredFilters: [],
       }
 
       await expect(handleTagOnlySearch(params)).rejects.toThrow(
@@ -66,14 +66,14 @@ describe('Knowledge Search Utils', () => {
       const params = {
         knowledgeBaseIds: ['kb-123'],
         topK: 10,
-        filters: { tag1: 'api' },
+        structuredFilters: [{ tagSlot: 'tag1', fieldType: 'text', operator: 'eq', value: 'api' }],
       }
 
       // This test validates the function accepts the right parameters
       // The actual database interaction is tested via route tests
       expect(params.knowledgeBaseIds).toEqual(['kb-123'])
       expect(params.topK).toBe(10)
-      expect(params.filters).toEqual({ tag1: 'api' })
+      expect(params.structuredFilters).toHaveLength(1)
     })
   })
 
@@ -123,7 +123,7 @@ describe('Knowledge Search Utils', () => {
       const params = {
         knowledgeBaseIds: ['kb-123'],
         topK: 10,
-        filters: {},
+        structuredFilters: [],
         queryVector: JSON.stringify([0.1, 0.2, 0.3]),
         distanceThreshold: 0.8,
       }
@@ -137,7 +137,7 @@ describe('Knowledge Search Utils', () => {
       const params = {
         knowledgeBaseIds: ['kb-123'],
         topK: 10,
-        filters: { tag1: 'api' },
+        structuredFilters: [{ tagSlot: 'tag1', fieldType: 'text', operator: 'eq', value: 'api' }],
         distanceThreshold: 0.8,
       }
 
@@ -150,7 +150,7 @@ describe('Knowledge Search Utils', () => {
       const params = {
         knowledgeBaseIds: ['kb-123'],
         topK: 10,
-        filters: { tag1: 'api' },
+        structuredFilters: [{ tagSlot: 'tag1', fieldType: 'text', operator: 'eq', value: 'api' }],
         queryVector: JSON.stringify([0.1, 0.2, 0.3]),
       }
 
@@ -163,7 +163,7 @@ describe('Knowledge Search Utils', () => {
       const params = {
         knowledgeBaseIds: ['kb-123'],
         topK: 10,
-        filters: { tag1: 'api' },
+        structuredFilters: [{ tagSlot: 'tag1', fieldType: 'text', operator: 'eq', value: 'api' }],
         queryVector: JSON.stringify([0.1, 0.2, 0.3]),
         distanceThreshold: 0.8,
       }
@@ -171,7 +171,7 @@ describe('Knowledge Search Utils', () => {
       // This test validates the function accepts the right parameters
       expect(params.knowledgeBaseIds).toEqual(['kb-123'])
       expect(params.topK).toBe(10)
-      expect(params.filters).toEqual({ tag1: 'api' })
+      expect(params.structuredFilters).toHaveLength(1)
       expect(params.queryVector).toBe(JSON.stringify([0.1, 0.2, 0.3]))
       expect(params.distanceThreshold).toBe(0.8)
     })
diff --git a/apps/sim/app/api/knowledge/search/utils.ts b/apps/sim/app/api/knowledge/search/utils.ts
index b25b07fb2..74b47664d 100644
--- a/apps/sim/app/api/knowledge/search/utils.ts
+++ b/apps/sim/app/api/knowledge/search/utils.ts
@@ -1,6 +1,7 @@
 import { db } from '@sim/db'
 import { document, embedding } from '@sim/db/schema'
 import { and, eq, inArray, isNull, sql } from 'drizzle-orm'
+import type { StructuredFilter } from '@/lib/knowledge/types'
 import { createLogger } from '@/lib/logs/console/logger'
 
 const logger = createLogger('KnowledgeSearchUtils')
@@ -34,6 +35,7 @@ export interface SearchResult {
   content: string
   documentId: string
   chunkIndex: number
+  // Text tags
   tag1: string | null
   tag2: string | null
   tag3: string | null
@@ -41,6 +43,19 @@ export interface SearchResult {
   tag5: string | null
   tag6: string | null
   tag7: string | null
+  // Number tags (5 slots)
+  number1: number | null
+  number2: number | null
+  number3: number | null
+  number4: number | null
+  number5: number | null
+  // Date tags (2 slots)
+  date1: Date | null
+  date2: Date | null
+  // Boolean tags (3 slots)
+  boolean1: boolean | null
+  boolean2: boolean | null
+  boolean3: boolean | null
   distance: number
   knowledgeBaseId: string
 }
@@ -48,7 +63,7 @@ export interface SearchResult {
 export interface SearchParams {
   knowledgeBaseIds: string[]
   topK: number
-  filters?: Record<string, string>
+  structuredFilters?: StructuredFilter[]
   queryVector?: string
   distanceThreshold?: number
 }
@@ -56,46 +71,230 @@ export interface SearchParams {
 // Use shared embedding utility
 export { generateSearchEmbedding } from '@/lib/knowledge/embeddings'
 
-function getTagFilters(filters: Record<string, string>, embedding: any) {
-  return Object.entries(filters).map(([key, value]) => {
-    // Handle OR logic within same tag
-    const values = value.includes('|OR|') ? value.split('|OR|') : [value]
-    logger.debug(`[getTagFilters] Processing ${key}="${value}" -> values:`, values)
+/** All valid tag slot keys */
+const TAG_SLOT_KEYS = [
+  // Text tags (7 slots)
+  'tag1',
+  'tag2',
+  'tag3',
+  'tag4',
+  'tag5',
+  'tag6',
+  'tag7',
+  // Number tags (5 slots)
+  'number1',
+  'number2',
+  'number3',
+  'number4',
+  'number5',
+  // Date tags (2 slots)
+  'date1',
+  'date2',
+  // Boolean tags (3 slots)
+  'boolean1',
+  'boolean2',
+  'boolean3',
+] as const
 
-    const getColumnForKey = (key: string) => {
-      switch (key) {
-        case 'tag1':
-          return embedding.tag1
-        case 'tag2':
-          return embedding.tag2
-        case 'tag3':
-          return embedding.tag3
-        case 'tag4':
-          return embedding.tag4
-        case 'tag5':
-          return embedding.tag5
-        case 'tag6':
-          return embedding.tag6
-        case 'tag7':
-          return embedding.tag7
-        default:
-          return null
-      }
+type TagSlotKey = (typeof TAG_SLOT_KEYS)[number]
+
+function isTagSlotKey(key: string): key is TagSlotKey {
+  return TAG_SLOT_KEYS.includes(key as TagSlotKey)
+}
+
+/** Common fields selected for search results */
+const getSearchResultFields = (distanceExpr: any) => ({
+  id: embedding.id,
+  content: embedding.content,
+  documentId: embedding.documentId,
+  chunkIndex: embedding.chunkIndex,
+  // Text tags
+  tag1: embedding.tag1,
+  tag2: embedding.tag2,
+  tag3: embedding.tag3,
+  tag4: embedding.tag4,
+  tag5: embedding.tag5,
+  tag6: embedding.tag6,
+  tag7: embedding.tag7,
+  // Number tags (5 slots)
+  number1: embedding.number1,
+  number2: embedding.number2,
+  number3: embedding.number3,
+  number4: embedding.number4,
+  number5: embedding.number5,
+  // Date tags (2 slots)
+  date1: embedding.date1,
+  date2: embedding.date2,
+  // Boolean tags (3 slots)
+  boolean1: embedding.boolean1,
+  boolean2: embedding.boolean2,
+  boolean3: embedding.boolean3,
+  distance: distanceExpr,
+  knowledgeBaseId: embedding.knowledgeBaseId,
+})
+
+/**
+ * Build a single SQL condition for a filter
+ */
+function buildFilterCondition(filter: StructuredFilter, embeddingTable: any) {
+  const { tagSlot, fieldType, operator, value, valueTo } = filter
+
+  if (!isTagSlotKey(tagSlot)) {
+    logger.debug(`[getStructuredTagFilters] Unknown tag slot: ${tagSlot}`)
+    return null
+  }
+
+  const column = embeddingTable[tagSlot]
+  if (!column) return null
+
+  logger.debug(
+    `[getStructuredTagFilters] Processing ${tagSlot} (${fieldType}) ${operator} ${value}`
+  )
+
+  // Handle text operators
+  if (fieldType === 'text') {
+    const stringValue = String(value)
+    switch (operator) {
+      case 'eq':
+        return sql`LOWER(${column}) = LOWER(${stringValue})`
+      case 'neq':
+        return sql`LOWER(${column}) != LOWER(${stringValue})`
+      case 'contains':
+        return sql`LOWER(${column}) LIKE LOWER(${`%${stringValue}%`})`
+      case 'not_contains':
+        return sql`LOWER(${column}) NOT LIKE LOWER(${`%${stringValue}%`})`
+      case 'starts_with':
+        return sql`LOWER(${column}) LIKE LOWER(${`${stringValue}%`})`
+      case 'ends_with':
+        return sql`LOWER(${column}) LIKE LOWER(${`%${stringValue}`})`
+      default:
+        return sql`LOWER(${column}) = LOWER(${stringValue})`
+    }
+  }
+
+  // Handle number operators
+  if (fieldType === 'number') {
+    const numValue = typeof value === 'number' ? value : Number.parseFloat(String(value))
+    if (Number.isNaN(numValue)) return null
+
+    switch (operator) {
+      case 'eq':
+        return sql`${column} = ${numValue}`
+      case 'neq':
+        return sql`${column} != ${numValue}`
+      case 'gt':
+        return sql`${column} > ${numValue}`
+      case 'gte':
+        return sql`${column} >= ${numValue}`
+      case 'lt':
+        return sql`${column} < ${numValue}`
+      case 'lte':
+        return sql`${column} <= ${numValue}`
+      case 'between':
+        if (valueTo !== undefined) {
+          const numValueTo =
+            typeof valueTo === 'number' ? valueTo : Number.parseFloat(String(valueTo))
+          if (Number.isNaN(numValueTo)) return sql`${column} = ${numValue}`
+          return sql`${column} >= ${numValue} AND ${column} <= ${numValueTo}`
+        }
+        return sql`${column} = ${numValue}`
+      default:
+        return sql`${column} = ${numValue}`
+    }
+  }
+
+  // Handle date operators - expects YYYY-MM-DD format from frontend
+  if (fieldType === 'date') {
+    const dateStr = String(value)
+    // Validate YYYY-MM-DD format
+    if (!/^\d{4}-\d{2}-\d{2}$/.test(dateStr)) {
+      logger.debug(`[getStructuredTagFilters] Invalid date format: ${dateStr}, expected YYYY-MM-DD`)
+      return null
     }
 
-    const column = getColumnForKey(key)
-    if (!column) return sql`1=1` // No-op for unknown keys
-
-    if (values.length === 1) {
-      // Single value - simple equality
-      logger.debug(`[getTagFilters] Single value filter: ${key} = ${values[0]}`)
-      return sql`LOWER(${column}) = LOWER(${values[0]})`
+    switch (operator) {
+      case 'eq':
+        return sql`${column}::date = ${dateStr}::date`
+      case 'neq':
+        return sql`${column}::date != ${dateStr}::date`
+      case 'gt':
+        return sql`${column}::date > ${dateStr}::date`
+      case 'gte':
+        return sql`${column}::date >= ${dateStr}::date`
+      case 'lt':
+        return sql`${column}::date < ${dateStr}::date`
+      case 'lte':
+        return sql`${column}::date <= ${dateStr}::date`
+      case 'between':
+        if (valueTo !== undefined) {
+          const dateStrTo = String(valueTo)
+          if (!/^\d{4}-\d{2}-\d{2}$/.test(dateStrTo)) {
+            return sql`${column}::date = ${dateStr}::date`
+          }
+          return sql`${column}::date >= ${dateStr}::date AND ${column}::date <= ${dateStrTo}::date`
+        }
+        return sql`${column}::date = ${dateStr}::date`
+      default:
+        return sql`${column}::date = ${dateStr}::date`
     }
-    // Multiple values - OR logic
-    logger.debug(`[getTagFilters] OR filter: ${key} IN (${values.join(', ')})`)
-    const orConditions = values.map((v) => sql`LOWER(${column}) = LOWER(${v})`)
-    return sql`(${sql.join(orConditions, sql` OR `)})`
-  })
+  }
+
+  // Handle boolean operators
+  if (fieldType === 'boolean') {
+    const boolValue = value === true || value === 'true'
+    switch (operator) {
+      case 'eq':
+        return sql`${column} = ${boolValue}`
+      case 'neq':
+        return sql`${column} != ${boolValue}`
+      default:
+        return sql`${column} = ${boolValue}`
+    }
+  }
+
+  // Fallback to equality
+  return sql`${column} = ${value}`
+}
+
+/**
+ * Build SQL conditions from structured filters with operator support
+ * - Same tag multiple times: OR logic
+ * - Different tags: AND logic
+ */
+function getStructuredTagFilters(filters: StructuredFilter[], embeddingTable: any) {
+  // Group filters by tagSlot
+  const filtersBySlot = new Map<string, StructuredFilter[]>()
+  for (const filter of filters) {
+    const slot = filter.tagSlot
+    if (!filtersBySlot.has(slot)) {
+      filtersBySlot.set(slot, [])
+    }
+    filtersBySlot.get(slot)!.push(filter)
+  }
+
+  // Build conditions: OR within same slot, AND across different slots
+  const conditions: ReturnType<typeof sql>[] = []
+
+  for (const [slot, slotFilters] of filtersBySlot) {
+    const slotConditions = slotFilters
+      .map((f) => buildFilterCondition(f, embeddingTable))
+      .filter((c): c is ReturnType<typeof sql> => c !== null)
+
+    if (slotConditions.length === 0) continue
+
+    if (slotConditions.length === 1) {
+      // Single condition for this slot
+      conditions.push(slotConditions[0])
+    } else {
+      // Multiple conditions for same slot - OR them together
+      logger.debug(
+        `[getStructuredTagFilters] OR'ing ${slotConditions.length} conditions for ${slot}`
+      )
+      conditions.push(sql`(${sql.join(slotConditions, sql` OR `)})`)
+    }
+  }
+
+  return conditions
 }
 
 export function getQueryStrategy(kbCount: number, topK: number) {
@@ -113,8 +312,10 @@ export function getQueryStrategy(kbCount: number, topK: number) {
 
 async function executeTagFilterQuery(
   knowledgeBaseIds: string[],
-  filters: Record<string, string>
+  structuredFilters: StructuredFilter[]
 ): Promise<{ id: string }[]> {
+  const tagFilterConditions = getStructuredTagFilters(structuredFilters, embedding)
+
   if (knowledgeBaseIds.length === 1) {
     return await db
       .select({ id: embedding.id })
@@ -125,7 +326,7 @@ async function executeTagFilterQuery(
           eq(embedding.knowledgeBaseId, knowledgeBaseIds[0]),
           eq(embedding.enabled, true),
           isNull(document.deletedAt),
-          ...getTagFilters(filters, embedding)
+          ...tagFilterConditions
         )
       )
   }
@@ -138,7 +339,7 @@ async function executeTagFilterQuery(
         inArray(embedding.knowledgeBaseId, knowledgeBaseIds),
         eq(embedding.enabled, true),
         isNull(document.deletedAt),
-        ...getTagFilters(filters, embedding)
+        ...tagFilterConditions
       )
     )
 }
@@ -154,21 +355,11 @@ async function executeVectorSearchOnIds(
   }
 
   return await db
-    .select({
-      id: embedding.id,
-      content: embedding.content,
-      documentId: embedding.documentId,
-      chunkIndex: embedding.chunkIndex,
-      tag1: embedding.tag1,
-      tag2: embedding.tag2,
-      tag3: embedding.tag3,
-      tag4: embedding.tag4,
-      tag5: embedding.tag5,
-      tag6: embedding.tag6,
-      tag7: embedding.tag7,
-      distance: sql<number>`${embedding.embedding} <=> ${queryVector}::vector`.as('distance'),
-      knowledgeBaseId: embedding.knowledgeBaseId,
-    })
+    .select(
+      getSearchResultFields(
+        sql<number>`${embedding.embedding} <=> ${queryVector}::vector`.as('distance')
+      )
+    )
     .from(embedding)
     .innerJoin(document, eq(embedding.documentId, document.id))
     .where(
@@ -183,15 +374,16 @@ async function executeVectorSearchOnIds(
 }
 
 export async function handleTagOnlySearch(params: SearchParams): Promise<SearchResult[]> {
-  const { knowledgeBaseIds, topK, filters } = params
+  const { knowledgeBaseIds, topK, structuredFilters } = params
 
-  if (!filters || Object.keys(filters).length === 0) {
+  if (!structuredFilters || structuredFilters.length === 0) {
     throw new Error('Tag filters are required for tag-only search')
   }
 
-  logger.debug(`[handleTagOnlySearch] Executing tag-only search with filters:`, filters)
+  logger.debug(`[handleTagOnlySearch] Executing tag-only search with filters:`, structuredFilters)
 
   const strategy = getQueryStrategy(knowledgeBaseIds.length, topK)
+  const tagFilterConditions = getStructuredTagFilters(structuredFilters, embedding)
 
   if (strategy.useParallel) {
     // Parallel approach for many KBs
@@ -199,21 +391,7 @@ export async function handleTagOnlySearch(params: SearchParams): Promise<SearchR
 
     const queryPromises = knowledgeBaseIds.map(async (kbId) => {
       return await db
-        .select({
-          id: embedding.id,
-          content: embedding.content,
-          documentId: embedding.documentId,
-          chunkIndex: embedding.chunkIndex,
-          tag1: embedding.tag1,
-          tag2: embedding.tag2,
-          tag3: embedding.tag3,
-          tag4: embedding.tag4,
-          tag5: embedding.tag5,
-          tag6: embedding.tag6,
-          tag7: embedding.tag7,
-          distance: sql<number>`0`.as('distance'), // No distance for tag-only searches
-          knowledgeBaseId: embedding.knowledgeBaseId,
-        })
+        .select(getSearchResultFields(sql<number>`0`.as('distance')))
         .from(embedding)
         .innerJoin(document, eq(embedding.documentId, document.id))
         .where(
@@ -221,7 +399,7 @@ export async function handleTagOnlySearch(params: SearchParams): Promise<SearchR
             eq(embedding.knowledgeBaseId, kbId),
             eq(embedding.enabled, true),
             isNull(document.deletedAt),
-            ...getTagFilters(filters, embedding)
+            ...tagFilterConditions
           )
         )
         .limit(parallelLimit)
@@ -232,21 +410,7 @@ export async function handleTagOnlySearch(params: SearchParams): Promise<SearchR
   }
   // Single query for fewer KBs
   return await db
-    .select({
-      id: embedding.id,
-      content: embedding.content,
-      documentId: embedding.documentId,
-      chunkIndex: embedding.chunkIndex,
-      tag1: embedding.tag1,
-      tag2: embedding.tag2,
-      tag3: embedding.tag3,
-      tag4: embedding.tag4,
-      tag5: embedding.tag5,
-      tag6: embedding.tag6,
-      tag7: embedding.tag7,
-      distance: sql<number>`0`.as('distance'), // No distance for tag-only searches
-      knowledgeBaseId: embedding.knowledgeBaseId,
-    })
+    .select(getSearchResultFields(sql<number>`0`.as('distance')))
     .from(embedding)
     .innerJoin(document, eq(embedding.documentId, document.id))
     .where(
@@ -254,7 +418,7 @@ export async function handleTagOnlySearch(params: SearchParams): Promise<SearchR
         inArray(embedding.knowledgeBaseId, knowledgeBaseIds),
         eq(embedding.enabled, true),
         isNull(document.deletedAt),
-        ...getTagFilters(filters, embedding)
+        ...tagFilterConditions
       )
     )
     .limit(topK)
@@ -271,27 +435,15 @@ export async function handleVectorOnlySearch(params: SearchParams): Promise<Sear
 
   const strategy = getQueryStrategy(knowledgeBaseIds.length, topK)
 
+  const distanceExpr = sql<number>`${embedding.embedding} <=> ${queryVector}::vector`.as('distance')
+
   if (strategy.useParallel) {
     // Parallel approach for many KBs
     const parallelLimit = Math.ceil(topK / knowledgeBaseIds.length) + 5
 
     const queryPromises = knowledgeBaseIds.map(async (kbId) => {
       return await db
-        .select({
-          id: embedding.id,
-          content: embedding.content,
-          documentId: embedding.documentId,
-          chunkIndex: embedding.chunkIndex,
-          tag1: embedding.tag1,
-          tag2: embedding.tag2,
-          tag3: embedding.tag3,
-          tag4: embedding.tag4,
-          tag5: embedding.tag5,
-          tag6: embedding.tag6,
-          tag7: embedding.tag7,
-          distance: sql<number>`${embedding.embedding} <=> ${queryVector}::vector`.as('distance'),
-          knowledgeBaseId: embedding.knowledgeBaseId,
-        })
+        .select(getSearchResultFields(distanceExpr))
         .from(embedding)
         .innerJoin(document, eq(embedding.documentId, document.id))
         .where(
@@ -312,21 +464,7 @@ export async function handleVectorOnlySearch(params: SearchParams): Promise<Sear
   }
   // Single query for fewer KBs
   return await db
-    .select({
-      id: embedding.id,
-      content: embedding.content,
-      documentId: embedding.documentId,
-      chunkIndex: embedding.chunkIndex,
-      tag1: embedding.tag1,
-      tag2: embedding.tag2,
-      tag3: embedding.tag3,
-      tag4: embedding.tag4,
-      tag5: embedding.tag5,
-      tag6: embedding.tag6,
-      tag7: embedding.tag7,
-      distance: sql<number>`${embedding.embedding} <=> ${queryVector}::vector`.as('distance'),
-      knowledgeBaseId: embedding.knowledgeBaseId,
-    })
+    .select(getSearchResultFields(distanceExpr))
     .from(embedding)
     .innerJoin(document, eq(embedding.documentId, document.id))
     .where(
@@ -342,19 +480,22 @@ export async function handleVectorOnlySearch(params: SearchParams): Promise<Sear
 }
 
 export async function handleTagAndVectorSearch(params: SearchParams): Promise<SearchResult[]> {
-  const { knowledgeBaseIds, topK, filters, queryVector, distanceThreshold } = params
+  const { knowledgeBaseIds, topK, structuredFilters, queryVector, distanceThreshold } = params
 
-  if (!filters || Object.keys(filters).length === 0) {
+  if (!structuredFilters || structuredFilters.length === 0) {
     throw new Error('Tag filters are required for tag and vector search')
   }
   if (!queryVector || !distanceThreshold) {
     throw new Error('Query vector and distance threshold are required for tag and vector search')
   }
 
-  logger.debug(`[handleTagAndVectorSearch] Executing tag + vector search with filters:`, filters)
+  logger.debug(
+    `[handleTagAndVectorSearch] Executing tag + vector search with filters:`,
+    structuredFilters
+  )
 
   // Step 1: Filter by tags first
-  const tagFilteredIds = await executeTagFilterQuery(knowledgeBaseIds, filters)
+  const tagFilteredIds = await executeTagFilterQuery(knowledgeBaseIds, structuredFilters)
 
   if (tagFilteredIds.length === 0) {
     logger.debug(`[handleTagAndVectorSearch] No results found after tag filtering`)
diff --git a/apps/sim/app/api/knowledge/utils.ts b/apps/sim/app/api/knowledge/utils.ts
index d1fc0d867..b1f796a1a 100644
--- a/apps/sim/app/api/knowledge/utils.ts
+++ b/apps/sim/app/api/knowledge/utils.ts
@@ -35,7 +35,7 @@ export interface DocumentData {
   enabled: boolean
   deletedAt?: Date | null
   uploadedAt: Date
-  // Document tags
+  // Text tags
   tag1?: string | null
   tag2?: string | null
   tag3?: string | null
@@ -43,6 +43,19 @@ export interface DocumentData {
   tag5?: string | null
   tag6?: string | null
   tag7?: string | null
+  // Number tags (5 slots)
+  number1?: number | null
+  number2?: number | null
+  number3?: number | null
+  number4?: number | null
+  number5?: number | null
+  // Date tags (2 slots)
+  date1?: Date | null
+  date2?: Date | null
+  // Boolean tags (3 slots)
+  boolean1?: boolean | null
+  boolean2?: boolean | null
+  boolean3?: boolean | null
 }
 
 export interface EmbeddingData {
@@ -58,7 +71,7 @@ export interface EmbeddingData {
   embeddingModel: string
   startOffset: number
   endOffset: number
-  // Tag fields for filtering
+  // Text tags
   tag1?: string | null
   tag2?: string | null
   tag3?: string | null
@@ -66,6 +79,19 @@ export interface EmbeddingData {
   tag5?: string | null
   tag6?: string | null
   tag7?: string | null
+  // Number tags (5 slots)
+  number1?: number | null
+  number2?: number | null
+  number3?: number | null
+  number4?: number | null
+  number5?: number | null
+  // Date tags (2 slots)
+  date1?: Date | null
+  date2?: Date | null
+  // Boolean tags (3 slots)
+  boolean1?: boolean | null
+  boolean2?: boolean | null
+  boolean3?: boolean | null
   enabled: boolean
   createdAt: Date
   updatedAt: Date
@@ -232,6 +258,27 @@ export async function checkDocumentWriteAccess(
       processingStartedAt: document.processingStartedAt,
       processingCompletedAt: document.processingCompletedAt,
       knowledgeBaseId: document.knowledgeBaseId,
+      // Text tags
+      tag1: document.tag1,
+      tag2: document.tag2,
+      tag3: document.tag3,
+      tag4: document.tag4,
+      tag5: document.tag5,
+      tag6: document.tag6,
+      tag7: document.tag7,
+      // Number tags (5 slots)
+      number1: document.number1,
+      number2: document.number2,
+      number3: document.number3,
+      number4: document.number4,
+      number5: document.number5,
+      // Date tags (2 slots)
+      date1: document.date1,
+      date2: document.date2,
+      // Boolean tags (3 slots)
+      boolean1: document.boolean1,
+      boolean2: document.boolean2,
+      boolean3: document.boolean3,
     })
     .from(document)
     .where(and(eq(document.id, documentId), isNull(document.deletedAt)))
diff --git a/apps/sim/app/api/tools/stagehand/agent/route.ts b/apps/sim/app/api/tools/stagehand/agent/route.ts
index 1e5f480fc..d1aeeb095 100644
--- a/apps/sim/app/api/tools/stagehand/agent/route.ts
+++ b/apps/sim/app/api/tools/stagehand/agent/route.ts
@@ -1,6 +1,7 @@
 import { type NextRequest, NextResponse } from 'next/server'
 import { z } from 'zod'
 import { env } from '@/lib/core/config/env'
+import { isSensitiveKey, REDACTED_MARKER } from '@/lib/core/security/redaction'
 import { createLogger } from '@/lib/logs/console/logger'
 import { ensureZodObject, normalizeUrl } from '@/app/api/tools/stagehand/utils'
 
@@ -188,7 +189,7 @@ export async function POST(request: NextRequest) {
 
       if (variablesObject && Object.keys(variablesObject).length > 0) {
         const safeVarKeys = Object.keys(variablesObject).map((key) => {
-          return key.toLowerCase().includes('password') ? `${key}: [REDACTED]` : key
+          return isSensitiveKey(key) ? `${key}: ${REDACTED_MARKER}` : key
         })
         logger.info('Variables available for task', { variables: safeVarKeys })
       }
diff --git a/apps/sim/app/api/workflows/[id]/route.test.ts b/apps/sim/app/api/workflows/[id]/route.test.ts
index def0eff81..abae66199 100644
--- a/apps/sim/app/api/workflows/[id]/route.test.ts
+++ b/apps/sim/app/api/workflows/[id]/route.test.ts
@@ -14,6 +14,7 @@ const mockGetWorkflowById = vi.fn()
 const mockGetWorkflowAccessContext = vi.fn()
 const mockDbDelete = vi.fn()
 const mockDbUpdate = vi.fn()
+const mockDbSelect = vi.fn()
 
 vi.mock('@/lib/auth', () => ({
   getSession: () => mockGetSession(),
@@ -49,6 +50,7 @@ vi.mock('@sim/db', () => ({
   db: {
     delete: () => mockDbDelete(),
     update: () => mockDbUpdate(),
+    select: () => mockDbSelect(),
   },
   workflow: {},
 }))
@@ -327,6 +329,13 @@ describe('Workflow By ID API Route', () => {
         isWorkspaceOwner: false,
       })
 
+      // Mock db.select() to return multiple workflows so deletion is allowed
+      mockDbSelect.mockReturnValue({
+        from: vi.fn().mockReturnValue({
+          where: vi.fn().mockResolvedValue([{ id: 'workflow-123' }, { id: 'workflow-456' }]),
+        }),
+      })
+
       mockDbDelete.mockReturnValue({
         where: vi.fn().mockResolvedValue([{ id: 'workflow-123' }]),
       })
@@ -347,6 +356,46 @@ describe('Workflow By ID API Route', () => {
       expect(data.success).toBe(true)
     })
 
+    it('should prevent deletion of the last workflow in workspace', async () => {
+      const mockWorkflow = {
+        id: 'workflow-123',
+        userId: 'user-123',
+        name: 'Test Workflow',
+        workspaceId: 'workspace-456',
+      }
+
+      mockGetSession.mockResolvedValue({
+        user: { id: 'user-123' },
+      })
+
+      mockGetWorkflowById.mockResolvedValue(mockWorkflow)
+      mockGetWorkflowAccessContext.mockResolvedValue({
+        workflow: mockWorkflow,
+        workspaceOwnerId: 'workspace-456',
+        workspacePermission: 'admin',
+        isOwner: true,
+        isWorkspaceOwner: false,
+      })
+
+      // Mock db.select() to return only 1 workflow (the one being deleted)
+      mockDbSelect.mockReturnValue({
+        from: vi.fn().mockReturnValue({
+          where: vi.fn().mockResolvedValue([{ id: 'workflow-123' }]),
+        }),
+      })
+
+      const req = new NextRequest('http://localhost:3000/api/workflows/workflow-123', {
+        method: 'DELETE',
+      })
+      const params = Promise.resolve({ id: 'workflow-123' })
+
+      const response = await DELETE(req, { params })
+
+      expect(response.status).toBe(400)
+      const data = await response.json()
+      expect(data.error).toBe('Cannot delete the only workflow in the workspace')
+    })
+
     it.concurrent('should deny deletion for non-admin users', async () => {
       const mockWorkflow = {
         id: 'workflow-123',
diff --git a/apps/sim/app/api/workflows/[id]/route.ts b/apps/sim/app/api/workflows/[id]/route.ts
index e62c245da..c4bab613d 100644
--- a/apps/sim/app/api/workflows/[id]/route.ts
+++ b/apps/sim/app/api/workflows/[id]/route.ts
@@ -228,6 +228,21 @@ export async function DELETE(
       return NextResponse.json({ error: 'Access denied' }, { status: 403 })
     }
 
+    // Check if this is the last workflow in the workspace
+    if (workflowData.workspaceId) {
+      const totalWorkflowsInWorkspace = await db
+        .select({ id: workflow.id })
+        .from(workflow)
+        .where(eq(workflow.workspaceId, workflowData.workspaceId))
+
+      if (totalWorkflowsInWorkspace.length <= 1) {
+        return NextResponse.json(
+          { error: 'Cannot delete the only workflow in the workspace' },
+          { status: 400 }
+        )
+      }
+    }
+
     // Check if workflow has published templates before deletion
     const { searchParams } = new URL(request.url)
     const checkTemplates = searchParams.get('check-templates') === 'true'
diff --git a/apps/sim/app/api/workspaces/[id]/api-keys/route.ts b/apps/sim/app/api/workspaces/[id]/api-keys/route.ts
index 11d94cb0f..f29df67dc 100644
--- a/apps/sim/app/api/workspaces/[id]/api-keys/route.ts
+++ b/apps/sim/app/api/workspaces/[id]/api-keys/route.ts
@@ -98,23 +98,6 @@ export async function POST(request: NextRequest, { params }: { params: Promise<{
       return NextResponse.json({ error: 'Forbidden' }, { status: 403 })
     }
 
-    const workspaceRows = await db
-      .select({ billedAccountUserId: workspace.billedAccountUserId })
-      .from(workspace)
-      .where(eq(workspace.id, workspaceId))
-      .limit(1)
-
-    if (!workspaceRows.length) {
-      return NextResponse.json({ error: 'Workspace not found' }, { status: 404 })
-    }
-
-    if (workspaceRows[0].billedAccountUserId !== userId) {
-      return NextResponse.json(
-        { error: 'Only the workspace billing account can create workspace API keys' },
-        { status: 403 }
-      )
-    }
-
     const body = await request.json()
     const { name } = CreateKeySchema.parse(body)
 
@@ -202,23 +185,6 @@ export async function DELETE(
       return NextResponse.json({ error: 'Forbidden' }, { status: 403 })
     }
 
-    const workspaceRows = await db
-      .select({ billedAccountUserId: workspace.billedAccountUserId })
-      .from(workspace)
-      .where(eq(workspace.id, workspaceId))
-      .limit(1)
-
-    if (!workspaceRows.length) {
-      return NextResponse.json({ error: 'Workspace not found' }, { status: 404 })
-    }
-
-    if (workspaceRows[0].billedAccountUserId !== userId) {
-      return NextResponse.json(
-        { error: 'Only the workspace billing account can delete workspace API keys' },
-        { status: 403 }
-      )
-    }
-
     const body = await request.json()
     const { keys } = DeleteKeysSchema.parse(body)
 
diff --git a/apps/sim/app/workspace/[workspaceId]/knowledge/[id]/[documentId]/components/document-tags-modal/document-tags-modal.tsx b/apps/sim/app/workspace/[workspaceId]/knowledge/[id]/[documentId]/components/document-tags-modal/document-tags-modal.tsx
index d35568d70..1f40cd20d 100644
--- a/apps/sim/app/workspace/[workspaceId]/knowledge/[id]/[documentId]/components/document-tags-modal/document-tags-modal.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/knowledge/[id]/[documentId]/components/document-tags-modal/document-tags-modal.tsx
@@ -5,6 +5,7 @@ import { Loader2 } from 'lucide-react'
 import {
   Button,
   Combobox,
+  DatePicker,
   Input,
   Label,
   Modal,
@@ -15,7 +16,7 @@ import {
   Trash,
 } from '@/components/emcn'
 import { cn } from '@/lib/core/utils/cn'
-import { MAX_TAG_SLOTS, TAG_SLOTS, type TagSlot } from '@/lib/knowledge/constants'
+import { ALL_TAG_SLOTS, type AllTagSlot, MAX_TAG_SLOTS } from '@/lib/knowledge/constants'
 import type { DocumentTag } from '@/lib/knowledge/tags/types'
 import { createLogger } from '@/lib/logs/console/logger'
 import {
@@ -28,6 +29,54 @@ import { type DocumentData, useKnowledgeStore } from '@/stores/knowledge/store'
 
 const logger = createLogger('DocumentTagsModal')
 
+/** Field type display labels */
+const FIELD_TYPE_LABELS: Record<string, string> = {
+  text: 'Text',
+  number: 'Number',
+  date: 'Date',
+  boolean: 'Boolean',
+}
+
+/**
+ * Gets the appropriate value when changing field types.
+ * Clears value when type changes to allow placeholder to show.
+ */
+function getValueForFieldType(
+  newFieldType: string,
+  currentFieldType: string,
+  currentValue: string
+): string {
+  return newFieldType === currentFieldType ? currentValue : ''
+}
+
+/** Format value for display based on field type */
+function formatValueForDisplay(value: string, fieldType: string): string {
+  if (!value) return ''
+  switch (fieldType) {
+    case 'boolean':
+      return value === 'true' ? 'True' : 'False'
+    case 'date':
+      try {
+        const date = new Date(value)
+        if (Number.isNaN(date.getTime())) return value
+        // For UTC dates, display the UTC date to prevent timezone shifts
+        // e.g., 2002-05-16T00:00:00.000Z should show as "May 16, 2002" not "May 15, 2002"
+        if (typeof value === 'string' && (value.endsWith('Z') || /[+-]\d{2}:\d{2}$/.test(value))) {
+          return new Date(
+            date.getUTCFullYear(),
+            date.getUTCMonth(),
+            date.getUTCDate()
+          ).toLocaleDateString()
+        }
+        return date.toLocaleDateString()
+      } catch {
+        return value
+      }
+    default:
+      return value
+  }
+}
+
 interface DocumentTagsModalProps {
   open: boolean
   onOpenChange: (open: boolean) => void
@@ -67,17 +116,21 @@ export function DocumentTagsModal({
   const buildDocumentTags = useCallback((docData: DocumentData, definitions: TagDefinition[]) => {
     const tags: DocumentTag[] = []
 
-    TAG_SLOTS.forEach((slot) => {
-      const value = docData[slot] as string | null | undefined
+    ALL_TAG_SLOTS.forEach((slot) => {
+      const rawValue = docData[slot]
       const definition = definitions.find((def) => def.tagSlot === slot)
 
-      if (value?.trim() && definition) {
-        tags.push({
-          slot,
-          displayName: definition.displayName,
-          fieldType: definition.fieldType,
-          value: value.trim(),
-        })
+      if (rawValue !== null && rawValue !== undefined && definition) {
+        // Convert value to string for storage
+        const stringValue = String(rawValue).trim()
+        if (stringValue) {
+          tags.push({
+            slot,
+            displayName: definition.displayName,
+            fieldType: definition.fieldType,
+            value: stringValue,
+          })
+        }
       }
     })
 
@@ -95,13 +148,15 @@ export function DocumentTagsModal({
       try {
         const tagData: Record<string, string> = {}
 
-        TAG_SLOTS.forEach((slot) => {
-          tagData[slot] = ''
-        })
-
-        tagsToSave.forEach((tag) => {
-          if (tag.value.trim()) {
-            tagData[tag.slot] = tag.value.trim()
+        // Only include tags that have values (omit empty ones)
+        // Use empty string for slots that should be cleared
+        ALL_TAG_SLOTS.forEach((slot) => {
+          const tag = tagsToSave.find((t) => t.slot === slot)
+          if (tag?.value.trim()) {
+            tagData[slot] = tag.value.trim()
+          } else {
+            // Use empty string to clear a tag (API schema expects string, not null)
+            tagData[slot] = ''
           }
         })
 
@@ -117,8 +172,8 @@ export function DocumentTagsModal({
           throw new Error('Failed to update document tags')
         }
 
-        updateDocumentInStore(knowledgeBaseId, documentId, tagData)
-        onDocumentUpdate?.(tagData)
+        updateDocumentInStore(knowledgeBaseId, documentId, tagData as Record<string, string>)
+        onDocumentUpdate?.(tagData as Record<string, string>)
 
         await fetchTagDefinitions()
       } catch (error) {
@@ -279,7 +334,7 @@ export function DocumentTagsModal({
           const newDefinition: TagDefinitionInput = {
             displayName: formData.displayName,
             fieldType: formData.fieldType,
-            tagSlot: targetSlot as TagSlot,
+            tagSlot: targetSlot as AllTagSlot,
           }
 
           if (saveTagDefinitions) {
@@ -359,20 +414,7 @@ export function DocumentTagsModal({
         <ModalBody className='!pb-[16px]'>
           <div className='min-h-0 flex-1 overflow-y-auto'>
             <div className='space-y-[8px]'>
-              <Label>
-                Tags{' '}
-                <span className='pl-[6px] text-[var(--text-tertiary)]'>
-                  {documentTags.length}/{MAX_TAG_SLOTS} slots used
-                </span>
-              </Label>
-
-              {documentTags.length === 0 && !isCreatingTag && (
-                <div className='rounded-[6px] border p-[16px] text-center'>
-                  <p className='text-[12px] text-[var(--text-tertiary)]'>
-                    No tags added yet. Add tags to help organize this document.
-                  </p>
-                </div>
-              )}
+              <Label>Tags</Label>
 
               {documentTags.map((tag, index) => (
                 <div key={index} className='space-y-[8px]'>
@@ -383,9 +425,12 @@ export function DocumentTagsModal({
                     <span className='min-w-0 truncate text-[12px] text-[var(--text-primary)]'>
                       {tag.displayName}
                     </span>
+                    <span className='rounded-[3px] bg-[var(--surface-3)] px-[6px] py-[2px] text-[10px] text-[var(--text-muted)]'>
+                      {FIELD_TYPE_LABELS[tag.fieldType] || tag.fieldType}
+                    </span>
                     <div className='mb-[-1.5px] h-[14px] w-[1.25px] flex-shrink-0 rounded-full bg-[#3A3A3A]' />
                     <span className='min-w-0 flex-1 truncate text-[11px] text-[var(--text-muted)]'>
-                      {tag.value}
+                      {formatValueForDisplay(tag.value, tag.fieldType)}
                     </span>
                     <div className='flex flex-shrink-0 items-center gap-1'>
                       <Button
@@ -415,10 +460,16 @@ export function DocumentTagsModal({
                               const def = kbTagDefinitions.find(
                                 (d) => d.displayName.toLowerCase() === value.toLowerCase()
                               )
+                              const newFieldType = def?.fieldType || 'text'
                               setEditTagForm({
                                 ...editTagForm,
                                 displayName: value,
-                                fieldType: def?.fieldType || 'text',
+                                fieldType: newFieldType,
+                                value: getValueForFieldType(
+                                  newFieldType,
+                                  editTagForm.fieldType,
+                                  editTagForm.value
+                                ),
                               })
                             }}
                             placeholder='Enter or select tag name'
@@ -453,33 +504,70 @@ export function DocumentTagsModal({
                         )}
                       </div>
 
-                      {/* Type selector commented out - only "text" type is currently supported
-                      <div className='flex flex-col gap-[8px]'>
-                        <Label htmlFor={`tagType-${index}`}>Type</Label>
-                        <Input id={`tagType-${index}`} value='Text' disabled className='capitalize' />
-                      </div>
-                      */}
-
                       <div className='flex flex-col gap-[8px]'>
                         <Label htmlFor={`tagValue-${index}`}>Value</Label>
-                        <Input
-                          id={`tagValue-${index}`}
-                          value={editTagForm.value}
-                          onChange={(e) =>
-                            setEditTagForm({ ...editTagForm, value: e.target.value })
-                          }
-                          placeholder='Enter tag value'
-                          onKeyDown={(e) => {
-                            if (e.key === 'Enter' && canSaveTag) {
-                              e.preventDefault()
-                              saveDocumentTag()
+                        {editTagForm.fieldType === 'boolean' ? (
+                          <Combobox
+                            id={`tagValue-${index}`}
+                            options={[
+                              { label: 'True', value: 'true' },
+                              { label: 'False', value: 'false' },
+                            ]}
+                            value={editTagForm.value}
+                            selectedValue={editTagForm.value}
+                            onChange={(value) => setEditTagForm({ ...editTagForm, value })}
+                            placeholder='Select value'
+                          />
+                        ) : editTagForm.fieldType === 'number' ? (
+                          <Input
+                            id={`tagValue-${index}`}
+                            value={editTagForm.value}
+                            onChange={(e) => {
+                              const val = e.target.value
+                              // Allow empty, digits, decimal point, and negative sign
+                              if (val === '' || /^-?\d*\.?\d*$/.test(val)) {
+                                setEditTagForm({ ...editTagForm, value: val })
+                              }
+                            }}
+                            placeholder='Enter number'
+                            inputMode='decimal'
+                            onKeyDown={(e) => {
+                              if (e.key === 'Enter' && canSaveTag) {
+                                e.preventDefault()
+                                saveDocumentTag()
+                              }
+                              if (e.key === 'Escape') {
+                                e.preventDefault()
+                                cancelEditingTag()
+                              }
+                            }}
+                          />
+                        ) : editTagForm.fieldType === 'date' ? (
+                          <DatePicker
+                            value={editTagForm.value || undefined}
+                            onChange={(value) => setEditTagForm({ ...editTagForm, value })}
+                            placeholder='Select date'
+                          />
+                        ) : (
+                          <Input
+                            id={`tagValue-${index}`}
+                            value={editTagForm.value}
+                            onChange={(e) =>
+                              setEditTagForm({ ...editTagForm, value: e.target.value })
                             }
-                            if (e.key === 'Escape') {
-                              e.preventDefault()
-                              cancelEditingTag()
-                            }
-                          }}
-                        />
+                            placeholder='Enter tag value'
+                            onKeyDown={(e) => {
+                              if (e.key === 'Enter' && canSaveTag) {
+                                e.preventDefault()
+                                saveDocumentTag()
+                              }
+                              if (e.key === 'Escape') {
+                                e.preventDefault()
+                                cancelEditingTag()
+                              }
+                            }}
+                          />
+                        )}
                       </div>
 
                       <div className='flex gap-[8px]'>
@@ -500,7 +588,7 @@ export function DocumentTagsModal({
                 </div>
               ))}
 
-              {!isTagEditing && (
+              {documentTags.length > 0 && !isTagEditing && (
                 <Button
                   variant='default'
                   onClick={openTagCreator}
@@ -511,7 +599,7 @@ export function DocumentTagsModal({
                 </Button>
               )}
 
-              {isCreatingTag && (
+              {(isCreatingTag || documentTags.length === 0) && editingTagIndex === null && (
                 <div className='space-y-[8px] rounded-[6px] border p-[12px]'>
                   <div className='flex flex-col gap-[8px]'>
                     <Label htmlFor='newTagName'>Tag Name</Label>
@@ -525,10 +613,16 @@ export function DocumentTagsModal({
                           const def = kbTagDefinitions.find(
                             (d) => d.displayName.toLowerCase() === value.toLowerCase()
                           )
+                          const newFieldType = def?.fieldType || 'text'
                           setEditTagForm({
                             ...editTagForm,
                             displayName: value,
-                            fieldType: def?.fieldType || 'text',
+                            fieldType: newFieldType,
+                            value: getValueForFieldType(
+                              newFieldType,
+                              editTagForm.fieldType,
+                              editTagForm.value
+                            ),
                           })
                         }}
                         placeholder='Enter or select tag name'
@@ -563,31 +657,68 @@ export function DocumentTagsModal({
                     )}
                   </div>
 
-                  {/* Type selector commented out - only "text" type is currently supported
-                  <div className='flex flex-col gap-[8px]'>
-                    <Label htmlFor='newTagType'>Type</Label>
-                    <Input id='newTagType' value='Text' disabled className='capitalize' />
-                  </div>
-                  */}
-
                   <div className='flex flex-col gap-[8px]'>
                     <Label htmlFor='newTagValue'>Value</Label>
-                    <Input
-                      id='newTagValue'
-                      value={editTagForm.value}
-                      onChange={(e) => setEditTagForm({ ...editTagForm, value: e.target.value })}
-                      placeholder='Enter tag value'
-                      onKeyDown={(e) => {
-                        if (e.key === 'Enter' && canSaveTag) {
-                          e.preventDefault()
-                          saveDocumentTag()
-                        }
-                        if (e.key === 'Escape') {
-                          e.preventDefault()
-                          cancelEditingTag()
-                        }
-                      }}
-                    />
+                    {editTagForm.fieldType === 'boolean' ? (
+                      <Combobox
+                        id='newTagValue'
+                        options={[
+                          { label: 'True', value: 'true' },
+                          { label: 'False', value: 'false' },
+                        ]}
+                        value={editTagForm.value}
+                        selectedValue={editTagForm.value}
+                        onChange={(value) => setEditTagForm({ ...editTagForm, value })}
+                        placeholder='Select value'
+                      />
+                    ) : editTagForm.fieldType === 'number' ? (
+                      <Input
+                        id='newTagValue'
+                        value={editTagForm.value}
+                        onChange={(e) => {
+                          const val = e.target.value
+                          // Allow empty, digits, decimal point, and negative sign
+                          if (val === '' || /^-?\d*\.?\d*$/.test(val)) {
+                            setEditTagForm({ ...editTagForm, value: val })
+                          }
+                        }}
+                        placeholder='Enter number'
+                        inputMode='decimal'
+                        onKeyDown={(e) => {
+                          if (e.key === 'Enter' && canSaveTag) {
+                            e.preventDefault()
+                            saveDocumentTag()
+                          }
+                          if (e.key === 'Escape') {
+                            e.preventDefault()
+                            cancelEditingTag()
+                          }
+                        }}
+                      />
+                    ) : editTagForm.fieldType === 'date' ? (
+                      <DatePicker
+                        value={editTagForm.value || undefined}
+                        onChange={(value) => setEditTagForm({ ...editTagForm, value })}
+                        placeholder='Select date'
+                      />
+                    ) : (
+                      <Input
+                        id='newTagValue'
+                        value={editTagForm.value}
+                        onChange={(e) => setEditTagForm({ ...editTagForm, value: e.target.value })}
+                        placeholder='Enter tag value'
+                        onKeyDown={(e) => {
+                          if (e.key === 'Enter' && canSaveTag) {
+                            e.preventDefault()
+                            saveDocumentTag()
+                          }
+                          if (e.key === 'Escape') {
+                            e.preventDefault()
+                            cancelEditingTag()
+                          }
+                        }}
+                      />
+                    )}
                   </div>
 
                   {kbTagDefinitions.length >= MAX_TAG_SLOTS &&
@@ -604,9 +735,11 @@ export function DocumentTagsModal({
                     )}
 
                   <div className='flex gap-[8px]'>
-                    <Button variant='default' onClick={cancelEditingTag} className='flex-1'>
-                      Cancel
-                    </Button>
+                    {documentTags.length > 0 && (
+                      <Button variant='default' onClick={cancelEditingTag} className='flex-1'>
+                        Cancel
+                      </Button>
+                    )}
                     <Button
                       variant='primary'
                       onClick={saveDocumentTag}
diff --git a/apps/sim/app/workspace/[workspaceId]/knowledge/[id]/components/base-tags-modal/base-tags-modal.tsx b/apps/sim/app/workspace/[workspaceId]/knowledge/[id]/components/base-tags-modal/base-tags-modal.tsx
index 0f18fd9b1..2e78a014b 100644
--- a/apps/sim/app/workspace/[workspaceId]/knowledge/[id]/components/base-tags-modal/base-tags-modal.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/knowledge/[id]/components/base-tags-modal/base-tags-modal.tsx
@@ -1,9 +1,11 @@
 'use client'
 
-import { useCallback, useEffect, useState } from 'react'
+import { useCallback, useEffect, useMemo, useState } from 'react'
 import { Loader2 } from 'lucide-react'
 import {
   Button,
+  Combobox,
+  type ComboboxOption,
   Input,
   Label,
   Modal,
@@ -14,7 +16,7 @@ import {
   Trash,
 } from '@/components/emcn'
 import { cn } from '@/lib/core/utils/cn'
-import { MAX_TAG_SLOTS } from '@/lib/knowledge/constants'
+import { SUPPORTED_FIELD_TYPES, TAG_SLOT_CONFIG } from '@/lib/knowledge/constants'
 import { createLogger } from '@/lib/logs/console/logger'
 import { getDocumentIcon } from '@/app/workspace/[workspaceId]/knowledge/components'
 import {
@@ -24,6 +26,14 @@ import {
 
 const logger = createLogger('BaseTagsModal')
 
+/** Field type display labels */
+const FIELD_TYPE_LABELS: Record<string, string> = {
+  text: 'Text',
+  number: 'Number',
+  date: 'Date',
+  boolean: 'Boolean',
+}
+
 interface TagUsageData {
   tagName: string
   tagSlot: string
@@ -174,22 +184,55 @@ export function BaseTagsModal({ open, onOpenChange, knowledgeBaseId }: BaseTagsM
     return createTagForm.displayName.trim() && !hasTagNameConflict(createTagForm.displayName)
   }
 
+  /** Get slot usage counts per field type */
+  const getSlotUsageByFieldType = (fieldType: string): { used: number; max: number } => {
+    const config = TAG_SLOT_CONFIG[fieldType as keyof typeof TAG_SLOT_CONFIG]
+    if (!config) return { used: 0, max: 0 }
+    const used = kbTagDefinitions.filter((def) => def.fieldType === fieldType).length
+    return { used, max: config.maxSlots }
+  }
+
+  /** Check if a field type has available slots */
+  const hasAvailableSlots = (fieldType: string): boolean => {
+    const { used, max } = getSlotUsageByFieldType(fieldType)
+    return used < max
+  }
+
+  /** Field type options for Combobox */
+  const fieldTypeOptions: ComboboxOption[] = useMemo(() => {
+    return SUPPORTED_FIELD_TYPES.filter((type) => hasAvailableSlots(type)).map((type) => {
+      const { used, max } = getSlotUsageByFieldType(type)
+      return {
+        value: type,
+        label: `${FIELD_TYPE_LABELS[type]} (${used}/${max})`,
+      }
+    })
+  }, [kbTagDefinitions])
+
   const saveTagDefinition = async () => {
     if (!canSaveTag()) return
 
     setIsSavingTag(true)
     try {
-      const usedSlots = new Set(kbTagDefinitions.map((def) => def.tagSlot))
-      const availableSlot = (
-        ['tag1', 'tag2', 'tag3', 'tag4', 'tag5', 'tag6', 'tag7'] as const
-      ).find((slot) => !usedSlots.has(slot))
+      // Check if selected field type has available slots
+      if (!hasAvailableSlots(createTagForm.fieldType)) {
+        throw new Error(`No available slots for ${createTagForm.fieldType} type`)
+      }
 
-      if (!availableSlot) {
-        throw new Error('No available tag slots')
+      // Get the next available slot from the API
+      const slotResponse = await fetch(
+        `/api/knowledge/${knowledgeBaseId}/next-available-slot?fieldType=${createTagForm.fieldType}`
+      )
+      if (!slotResponse.ok) {
+        throw new Error('Failed to get available slot')
+      }
+      const slotResult = await slotResponse.json()
+      if (!slotResult.success || !slotResult.data?.nextAvailableSlot) {
+        throw new Error('No available tag slots for this field type')
       }
 
       const newTagDefinition = {
-        tagSlot: availableSlot,
+        tagSlot: slotResult.data.nextAvailableSlot,
         displayName: createTagForm.displayName.trim(),
         fieldType: createTagForm.fieldType,
       }
@@ -277,7 +320,7 @@ export function BaseTagsModal({ open, onOpenChange, knowledgeBaseId }: BaseTagsM
                 <Label>
                   Tags:{' '}
                   <span className='pl-[6px] text-[var(--text-tertiary)]'>
-                    {kbTagDefinitions.length}/{MAX_TAG_SLOTS} slots used
+                    {kbTagDefinitions.length} defined
                   </span>
                 </Label>
 
@@ -300,6 +343,9 @@ export function BaseTagsModal({ open, onOpenChange, knowledgeBaseId }: BaseTagsM
                       <span className='min-w-0 truncate text-[12px] text-[var(--text-primary)]'>
                         {tag.displayName}
                       </span>
+                      <span className='rounded-[3px] bg-[var(--surface-3)] px-[6px] py-[2px] text-[10px] text-[var(--text-muted)]'>
+                        {FIELD_TYPE_LABELS[tag.fieldType] || tag.fieldType}
+                      </span>
                       <div className='mb-[-1.5px] h-[14px] w-[1.25px] flex-shrink-0 rounded-full bg-[#3A3A3A]' />
                       <span className='min-w-0 flex-1 text-[11px] text-[var(--text-muted)]'>
                         {usage.documentCount} document{usage.documentCount !== 1 ? 's' : ''}
@@ -324,7 +370,7 @@ export function BaseTagsModal({ open, onOpenChange, knowledgeBaseId }: BaseTagsM
                   <Button
                     variant='default'
                     onClick={openTagCreator}
-                    disabled={kbTagDefinitions.length >= MAX_TAG_SLOTS}
+                    disabled={!SUPPORTED_FIELD_TYPES.some((type) => hasAvailableSlots(type))}
                     className='w-full'
                   >
                     Add Tag
@@ -361,12 +407,22 @@ export function BaseTagsModal({ open, onOpenChange, knowledgeBaseId }: BaseTagsM
                       )}
                     </div>
 
-                    {/* Type selector commented out - only "text" type is currently supported
                     <div className='flex flex-col gap-[8px]'>
                       <Label htmlFor='tagType'>Type</Label>
-                      <Input id='tagType' value='Text' disabled className='capitalize' />
+                      <Combobox
+                        options={fieldTypeOptions}
+                        value={createTagForm.fieldType}
+                        onChange={(value) =>
+                          setCreateTagForm({ ...createTagForm, fieldType: value })
+                        }
+                        placeholder='Select type'
+                      />
+                      {!hasAvailableSlots(createTagForm.fieldType) && (
+                        <span className='text-[11px] text-[var(--text-error)]'>
+                          No available slots for this type. Choose a different type.
+                        </span>
+                      )}
                     </div>
-                    */}
 
                     <div className='flex gap-[8px]'>
                       <Button variant='default' onClick={cancelCreatingTag} className='flex-1'>
@@ -376,7 +432,11 @@ export function BaseTagsModal({ open, onOpenChange, knowledgeBaseId }: BaseTagsM
                         variant='primary'
                         onClick={saveTagDefinition}
                         className='flex-1'
-                        disabled={!canSaveTag() || isSavingTag}
+                        disabled={
+                          !canSaveTag() ||
+                          isSavingTag ||
+                          !hasAvailableSlots(createTagForm.fieldType)
+                        }
                       >
                         {isSavingTag ? (
                           <>
diff --git a/apps/sim/app/workspace/[workspaceId]/knowledge/components/create-base-modal/create-base-modal.tsx b/apps/sim/app/workspace/[workspaceId]/knowledge/components/create-base-modal/create-base-modal.tsx
index d71a3641d..4d95232a0 100644
--- a/apps/sim/app/workspace/[workspaceId]/knowledge/components/create-base-modal/create-base-modal.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/knowledge/components/create-base-modal/create-base-modal.tsx
@@ -339,12 +339,31 @@ export function CreateBaseModal({
             <div ref={scrollContainerRef} className='min-h-0 flex-1 overflow-y-auto'>
               <div className='space-y-[12px]'>
                 <div className='flex flex-col gap-[8px]'>
-                  <Label htmlFor='name'>Name</Label>
+                  <Label htmlFor='kb-name'>Name</Label>
+                  {/* Hidden decoy fields to prevent browser autofill */}
+                  <input
+                    type='text'
+                    name='fakeusernameremembered'
+                    autoComplete='username'
+                    style={{
+                      position: 'absolute',
+                      left: '-9999px',
+                      opacity: 0,
+                      pointerEvents: 'none',
+                    }}
+                    tabIndex={-1}
+                    readOnly
+                  />
                   <Input
-                    id='name'
+                    id='kb-name'
                     placeholder='Enter knowledge base name'
                     {...register('name')}
                     className={cn(errors.name && 'border-[var(--text-error)]')}
+                    autoComplete='off'
+                    autoCorrect='off'
+                    autoCapitalize='off'
+                    data-lpignore='true'
+                    data-form-type='other'
                   />
                 </div>
 
diff --git a/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/components/panel/components/editor/components/sub-block/components/document-tag-entry/document-tag-entry.tsx b/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/components/panel/components/editor/components/sub-block/components/document-tag-entry/document-tag-entry.tsx
index 52fa2d9b2..4cad6ba7a 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/components/panel/components/editor/components/sub-block/components/document-tag-entry/document-tag-entry.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/components/panel/components/editor/components/sub-block/components/document-tag-entry/document-tag-entry.tsx
@@ -1,12 +1,10 @@
 'use client'
 
-import { useMemo, useRef, useState } from 'react'
+import { useMemo, useRef } from 'react'
 import { Plus } from 'lucide-react'
-import { Trash } from '@/components/emcn/icons/trash'
-import { Button } from '@/components/ui/button'
+import { Button, Combobox, type ComboboxOption, Label, Trash } from '@/components/emcn'
 import { Input } from '@/components/ui/input'
-import { cn } from '@/lib/core/utils/cn'
-import { MAX_TAG_SLOTS } from '@/lib/knowledge/constants'
+import { FIELD_TYPE_LABELS, getPlaceholderForFieldType } from '@/lib/knowledge/constants'
 import { formatDisplayText } from '@/app/workspace/[workspaceId]/w/[workflowId]/components/panel/components/editor/components/sub-block/components/formatted-text'
 import { TagDropdown } from '@/app/workspace/[workspaceId]/w/[workflowId]/components/panel/components/editor/components/sub-block/components/tag-dropdown/tag-dropdown'
 import { useSubBlockInput } from '@/app/workspace/[workspaceId]/w/[workflowId]/components/panel/components/editor/components/sub-block/hooks/use-sub-block-input'
@@ -20,7 +18,8 @@ interface DocumentTagRow {
   id: string
   cells: {
     tagName: string
-    type: string
+    tagSlot?: string
+    fieldType: string
     value: string
   }
 }
@@ -66,17 +65,11 @@ export function DocumentTagEntry({
 
   const emitTagSelection = useTagSelection(blockId, subBlock.id)
 
-  // State for dropdown visibility - one for each row
-  const [dropdownStates, setDropdownStates] = useState<Record<number, boolean>>({})
-  // State for type dropdown visibility - one for each row
-  const [typeDropdownStates, setTypeDropdownStates] = useState<Record<number, boolean>>({})
-
   // Use preview value when in preview mode, otherwise use store value
   const currentValue = isPreview ? previewValue : storeValue
 
   // Transform stored JSON string to table format for display
   const rows = useMemo(() => {
-    // If we have stored data, use it
     if (currentValue) {
       try {
         const tagData = JSON.parse(currentValue)
@@ -85,7 +78,8 @@ export function DocumentTagEntry({
             id: tag.id || `tag-${index}`,
             cells: {
               tagName: tag.tagName || '',
-              type: tag.fieldType || 'text',
+              tagSlot: tag.tagSlot,
+              fieldType: tag.fieldType || 'text',
               value: tag.value || '',
             },
           }))
@@ -99,137 +93,109 @@ export function DocumentTagEntry({
     return [
       {
         id: 'empty-row-0',
-        cells: { tagName: '', type: 'text', value: '' },
+        cells: { tagName: '', tagSlot: undefined, fieldType: 'text', value: '' },
       },
     ]
   }, [currentValue])
 
-  // Get available tag names and check for case-insensitive duplicates
-  const usedTagNames = new Set(
-    rows.map((row) => row.cells.tagName?.toLowerCase()).filter((name) => name?.trim())
-  )
+  // Get tag names already used in rows (case-insensitive)
+  const usedTagNames = useMemo(() => {
+    return new Set(
+      rows.map((row) => row.cells.tagName?.toLowerCase()).filter((name) => name?.trim())
+    )
+  }, [rows])
 
-  const availableTagDefinitions = tagDefinitions.filter(
-    (def) => !usedTagNames.has(def.displayName.toLowerCase())
-  )
+  // Filter available tags (exclude already used ones)
+  const availableTagDefinitions = useMemo(() => {
+    return tagDefinitions.filter((def) => !usedTagNames.has(def.displayName.toLowerCase()))
+  }, [tagDefinitions, usedTagNames])
 
-  // Check if we can add more tags based on MAX_TAG_SLOTS
-  const newTagsBeingCreated = rows.filter(
-    (row) =>
-      row.cells.tagName?.trim() &&
-      !tagDefinitions.some(
-        (def) => def.displayName.toLowerCase() === row.cells.tagName.toLowerCase()
-      )
-  ).length
-  const canAddMoreTags = tagDefinitions.length + newTagsBeingCreated < MAX_TAG_SLOTS
-
-  // Function to pre-fill existing tags
-  const handlePreFillTags = () => {
-    if (isPreview || disabled) return
-
-    const existingTagRows = tagDefinitions.map((tagDef, index) => ({
-      id: `prefill-${tagDef.id}-${index}`,
-      tagName: tagDef.displayName,
-      fieldType: tagDef.fieldType,
-      value: '',
-    }))
-
-    const jsonString = existingTagRows.length > 0 ? JSON.stringify(existingTagRows) : ''
-    setStoreValue(jsonString)
-  }
+  // Can add more tags if there are available tag definitions
+  const canAddMoreTags = availableTagDefinitions.length > 0
 
   // Shared helper function for updating rows and generating JSON
-  const updateRowsAndGenerateJson = (rowIndex: number, column: string, value: string) => {
+  const updateRowsAndGenerateJson = (
+    rowIndex: number,
+    column: string,
+    value: string,
+    tagDef?: { tagSlot: string; fieldType: string }
+  ) => {
     const updatedRows = [...rows].map((row, idx) => {
       if (idx === rowIndex) {
         const newCells = { ...row.cells, [column]: value }
 
-        // Auto-select type when existing tag is selected
-        if (column === 'tagName' && value) {
-          const tagDef = tagDefinitions.find(
-            (def) => def.displayName.toLowerCase() === value.toLowerCase()
-          )
-          if (tagDef) {
-            newCells.type = tagDef.fieldType
+        // When selecting a tag, also set the tagSlot and fieldType
+        if (column === 'tagName' && tagDef) {
+          newCells.tagSlot = tagDef.tagSlot
+          newCells.fieldType = tagDef.fieldType
+          // Clear value when tag changes
+          if (row.cells.tagName !== value) {
+            newCells.value = ''
           }
         }
 
-        return {
-          ...row,
-          cells: newCells,
-        }
+        return { ...row, cells: newCells }
       }
       return row
     })
 
-    // Store all rows including empty ones - don't auto-remove
     const dataToStore = updatedRows.map((row) => ({
       id: row.id,
       tagName: row.cells.tagName || '',
-      fieldType: row.cells.type || 'text',
+      tagSlot: row.cells.tagSlot,
+      fieldType: row.cells.fieldType || 'text',
       value: row.cells.value || '',
     }))
 
     return dataToStore.length > 0 ? JSON.stringify(dataToStore) : ''
   }
 
-  const handleCellChange = (rowIndex: number, column: string, value: string) => {
+  const handleTagSelection = (rowIndex: number, tagName: string) => {
     if (isPreview || disabled) return
 
-    // Check if this is a new tag name that would exceed the limit
-    if (column === 'tagName' && value.trim()) {
-      const isExistingTag = tagDefinitions.some(
-        (def) => def.displayName.toLowerCase() === value.toLowerCase()
-      )
-
-      if (!isExistingTag) {
-        // Count current new tags being created (excluding the current row)
-        const currentNewTags = rows.filter(
-          (row, idx) =>
-            idx !== rowIndex &&
-            row.cells.tagName?.trim() &&
-            !tagDefinitions.some(
-              (def) => def.displayName.toLowerCase() === row.cells.tagName.toLowerCase()
-            )
-        ).length
-
-        if (tagDefinitions.length + currentNewTags >= MAX_TAG_SLOTS) {
-          // Don't allow creating new tags if we've reached the limit
-          return
-        }
-      }
-    }
-
-    const jsonString = updateRowsAndGenerateJson(rowIndex, column, value)
+    const tagDef = tagDefinitions.find((def) => def.displayName === tagName)
+    const jsonString = updateRowsAndGenerateJson(rowIndex, 'tagName', tagName, tagDef)
     setStoreValue(jsonString)
   }
 
-  const handleTagDropdownSelection = (rowIndex: number, column: string, value: string) => {
+  const handleValueChange = (rowIndex: number, value: string) => {
     if (isPreview || disabled) return
 
-    const jsonString = updateRowsAndGenerateJson(rowIndex, column, value)
+    const jsonString = updateRowsAndGenerateJson(rowIndex, 'value', value)
+    setStoreValue(jsonString)
+  }
+
+  const handleTagDropdownSelection = (rowIndex: number, value: string) => {
+    if (isPreview || disabled) return
+
+    const jsonString = updateRowsAndGenerateJson(rowIndex, 'value', value)
     emitTagSelection(jsonString)
   }
 
   const handleAddRow = () => {
-    if (isPreview || disabled) return
+    if (isPreview || disabled || !canAddMoreTags) return
 
-    // Get current data and add a new empty row
     const currentData = currentValue ? JSON.parse(currentValue) : []
-    const newRowId = `tag-${currentData.length}-${Math.random().toString(36).substr(2, 9)}`
+    const newRowId = `tag-${currentData.length}-${Math.random().toString(36).slice(2, 11)}`
     const newData = [...currentData, { id: newRowId, tagName: '', fieldType: 'text', value: '' }]
     setStoreValue(JSON.stringify(newData))
   }
 
   const handleDeleteRow = (rowIndex: number) => {
-    if (isPreview || disabled || rows.length <= 1) return
-    const updatedRows = rows.filter((_, idx) => idx !== rowIndex)
+    if (isPreview || disabled) return
 
-    // Store all remaining rows including empty ones - don't auto-remove
+    if (rows.length <= 1) {
+      // Clear the single row instead of deleting
+      setStoreValue('')
+      return
+    }
+
+    const updatedRows = rows.filter((_, idx) => idx !== rowIndex)
     const tableDataForStorage = updatedRows.map((row) => ({
       id: row.id,
       tagName: row.cells.tagName || '',
-      fieldType: row.cells.type || 'text',
+      tagSlot: row.cells.tagSlot,
+      fieldType: row.cells.fieldType || 'text',
       value: row.cells.value || '',
     }))
 
@@ -237,15 +203,15 @@ export function DocumentTagEntry({
     setStoreValue(jsonString)
   }
 
-  // Check for duplicate tag names (case-insensitive)
-  const getDuplicateStatus = (rowIndex: number, tagName: string) => {
-    if (!tagName.trim()) return false
-    const lowerTagName = tagName.toLowerCase()
-    return rows.some(
-      (row, idx) =>
-        idx !== rowIndex &&
-        row.cells.tagName?.toLowerCase() === lowerTagName &&
-        row.cells.tagName.trim()
+  if (isPreview) {
+    const tagCount = rows.filter((r) => r.cells.tagName?.trim()).length
+    return (
+      <div className='space-y-1'>
+        <Label className='font-medium text-muted-foreground text-xs'>Document Tags</Label>
+        <div className='text-muted-foreground text-sm'>
+          {tagCount > 0 ? `${tagCount} tag(s) configured` : 'No tags'}
+        </div>
+      </div>
     )
   }
 
@@ -253,209 +219,82 @@ export function DocumentTagEntry({
     return <div className='p-4 text-muted-foreground text-sm'>Loading tag definitions...</div>
   }
 
+  if (tagDefinitions.length === 0) {
+    return (
+      <div className='flex h-32 items-center justify-center rounded-lg border border-muted-foreground/25 bg-muted/20'>
+        <div className='text-center'>
+          <p className='font-medium text-[var(--text-secondary)] text-sm'>
+            No tags defined for this knowledge base
+          </p>
+          <p className='mt-1 text-[var(--text-muted)] text-xs'>
+            Define tags at the knowledge base level first
+          </p>
+        </div>
+      </div>
+    )
+  }
+
   const renderHeader = () => (
-    <thead>
-      <tr className='border-b'>
-        <th className='w-2/5 border-r px-4 py-2 text-center font-medium text-sm'>Tag Name</th>
-        <th className='w-1/5 border-r px-4 py-2 text-center font-medium text-sm'>Type</th>
-        <th className='px-4 py-2 text-center font-medium text-sm'>Value</th>
+    <thead className='bg-transparent'>
+      <tr className='border-[var(--border-strong)] border-b bg-transparent'>
+        <th className='w-[50%] min-w-0 border-[var(--border-strong)] border-r bg-transparent px-[10px] py-[5px] text-left font-medium text-[14px] text-[var(--text-tertiary)]'>
+          Tag
+        </th>
+        <th className='w-[50%] min-w-0 bg-transparent px-[10px] py-[5px] text-left font-medium text-[14px] text-[var(--text-tertiary)]'>
+          Value
+        </th>
       </tr>
     </thead>
   )
 
   const renderTagNameCell = (row: DocumentTagRow, rowIndex: number) => {
     const cellValue = row.cells.tagName || ''
-    const isDuplicate = getDuplicateStatus(rowIndex, cellValue)
-    const showDropdown = dropdownStates[rowIndex] || false
 
-    const setShowDropdown = (show: boolean) => {
-      setDropdownStates((prev) => ({ ...prev, [rowIndex]: show }))
-    }
+    // Show tags that are either available OR currently selected for this row
+    const selectableTags = tagDefinitions.filter(
+      (def) => def.displayName === cellValue || !usedTagNames.has(def.displayName.toLowerCase())
+    )
 
-    const handleDropdownClick = (e: React.MouseEvent) => {
-      e.preventDefault()
-      e.stopPropagation()
-      if (!disabled) {
-        if (!showDropdown) {
-          setShowDropdown(true)
-        }
-      }
-    }
-
-    const handleFocus = () => {
-      if (!disabled) {
-        setShowDropdown(true)
-      }
-    }
-
-    const handleBlur = () => {
-      // Delay closing to allow dropdown selection
-      setTimeout(() => setShowDropdown(false), 150)
-    }
+    const tagOptions: ComboboxOption[] = selectableTags.map((tag) => ({
+      value: tag.displayName,
+      label: `${tag.displayName} (${FIELD_TYPE_LABELS[tag.fieldType] || 'Text'})`,
+    }))
 
     return (
-      <td className='relative border-r p-1'>
-        <div className='relative w-full'>
-          <Input
-            value={cellValue}
-            onChange={(e) => handleCellChange(rowIndex, 'tagName', e.target.value)}
-            onFocus={handleFocus}
-            onBlur={handleBlur}
-            disabled={disabled}
-            autoComplete='off'
-            className={cn(
-              'w-full border-0 text-transparent caret-foreground placeholder:text-muted-foreground/50 focus-visible:ring-0 focus-visible:ring-offset-0',
-              isDuplicate && 'border-red-500 bg-red-50'
-            )}
-          />
-          <div className='pointer-events-none absolute inset-0 flex items-center overflow-hidden bg-transparent px-3 text-sm'>
-            <div className='whitespace-pre'>
-              {formatDisplayText(cellValue, {
-                accessiblePrefixes,
-                highlightAll: !accessiblePrefixes,
-              })}
-            </div>
-          </div>
-          {showDropdown && availableTagDefinitions.length > 0 && (
-            <div className='absolute top-full left-0 z-[100] mt-1 w-full'>
-              <div className='allow-scroll fade-in-0 zoom-in-95 animate-in rounded-md border bg-popover text-popover-foreground shadow-lg'>
-                <div
-                  className='allow-scroll max-h-48 overflow-y-auto p-1'
-                  style={{ scrollbarWidth: 'thin' }}
-                >
-                  {availableTagDefinitions
-                    .filter((tagDef) =>
-                      tagDef.displayName.toLowerCase().includes(cellValue.toLowerCase())
-                    )
-                    .map((tagDef) => (
-                      <div
-                        key={tagDef.id}
-                        className='relative flex cursor-pointer select-none items-center rounded-sm px-2 py-1.5 text-sm outline-none hover:bg-accent hover:text-accent-foreground'
-                        onMouseDown={(e) => {
-                          e.preventDefault()
-                          handleCellChange(rowIndex, 'tagName', tagDef.displayName)
-                          setShowDropdown(false)
-                        }}
-                      >
-                        <span className='flex-1 truncate'>{tagDef.displayName}</span>
-                      </div>
-                    ))}
-                </div>
-              </div>
-            </div>
-          )}
-        </div>
-      </td>
-    )
-  }
-
-  const renderTypeCell = (row: DocumentTagRow, rowIndex: number) => {
-    const cellValue = row.cells.type || 'text'
-    const tagName = row.cells.tagName || ''
-
-    // Check if this is an existing tag (should be read-only)
-    const existingTag = tagDefinitions.find(
-      (def) => def.displayName.toLowerCase() === tagName.toLowerCase()
-    )
-    const isReadOnly = !!existingTag
-
-    const showTypeDropdown = typeDropdownStates[rowIndex] || false
-
-    const setShowTypeDropdown = (show: boolean) => {
-      setTypeDropdownStates((prev) => ({ ...prev, [rowIndex]: show }))
-    }
-
-    const handleTypeDropdownClick = (e: React.MouseEvent) => {
-      e.preventDefault()
-      e.stopPropagation()
-      if (!disabled && !isReadOnly) {
-        if (!showTypeDropdown) {
-          setShowTypeDropdown(true)
-        }
-      }
-    }
-
-    const handleTypeFocus = () => {
-      if (!disabled && !isReadOnly) {
-        setShowTypeDropdown(true)
-      }
-    }
-
-    const handleTypeBlur = () => {
-      // Delay closing to allow dropdown selection
-      setTimeout(() => setShowTypeDropdown(false), 150)
-    }
-
-    const typeOptions = [{ value: 'text', label: 'Text' }]
-
-    return (
-      <td className='border-r p-1'>
-        <div className='relative w-full'>
-          <Input
-            value={cellValue}
-            readOnly
-            disabled={disabled || isReadOnly}
-            autoComplete='off'
-            className='w-full cursor-pointer border-0 text-transparent caret-foreground placeholder:text-muted-foreground/50 focus-visible:ring-0 focus-visible:ring-offset-0'
-            onClick={handleTypeDropdownClick}
-            onFocus={handleTypeFocus}
-            onBlur={handleTypeBlur}
-          />
-          <div className='pointer-events-none absolute inset-0 flex items-center overflow-hidden bg-transparent px-3 text-sm'>
-            <div className='whitespace-pre text-muted-foreground'>
-              {formatDisplayText(cellValue, {
-                accessiblePrefixes,
-                highlightAll: !accessiblePrefixes,
-              })}
-            </div>
-          </div>
-          {showTypeDropdown && !isReadOnly && (
-            <div className='absolute top-full left-0 z-[100] mt-1 w-full'>
-              <div className='allow-scroll fade-in-0 zoom-in-95 animate-in rounded-md border bg-popover text-popover-foreground shadow-lg'>
-                <div
-                  className='allow-scroll max-h-48 overflow-y-auto p-1'
-                  style={{ scrollbarWidth: 'thin' }}
-                >
-                  {typeOptions.map((option) => (
-                    <div
-                      key={option.value}
-                      className='relative flex cursor-pointer select-none items-center rounded-sm px-2 py-1.5 text-sm outline-none hover:bg-accent hover:text-accent-foreground'
-                      onMouseDown={(e) => {
-                        e.preventDefault()
-                        handleCellChange(rowIndex, 'type', option.value)
-                        setShowTypeDropdown(false)
-                      }}
-                    >
-                      <span className='flex-1 truncate'>{option.label}</span>
-                    </div>
-                  ))}
-                </div>
-              </div>
-            </div>
-          )}
-        </div>
+      <td className='relative min-w-0 overflow-hidden border-[var(--border-strong)] border-r bg-transparent p-0'>
+        <Combobox
+          options={tagOptions}
+          value={cellValue}
+          onChange={(value) => handleTagSelection(rowIndex, value)}
+          disabled={disabled || isLoading}
+          placeholder='Select tag'
+          className='!border-0 !bg-transparent hover:!bg-transparent px-[10px] py-[8px] font-medium text-sm leading-[21px] focus-visible:ring-0 focus-visible:ring-offset-0 [&>span]:truncate'
+        />
       </td>
     )
   }
 
   const renderValueCell = (row: DocumentTagRow, rowIndex: number) => {
     const cellValue = row.cells.value || ''
+    const fieldType = row.cells.fieldType || 'text'
     const cellKey = `value-${rowIndex}`
+    const placeholder = getPlaceholderForFieldType(fieldType)
+    const isTagSelected = !!row.cells.tagName?.trim()
 
     const fieldState = inputController.fieldHelpers.getFieldState(cellKey)
     const handlers = inputController.fieldHelpers.createFieldHandlers(
       cellKey,
       cellValue,
-      (newValue) => handleCellChange(rowIndex, 'value', newValue)
+      (newValue) => handleValueChange(rowIndex, newValue)
     )
     const tagSelectHandler = inputController.fieldHelpers.createTagSelectHandler(
       cellKey,
       cellValue,
-      (newValue) => handleTagDropdownSelection(rowIndex, 'value', newValue)
+      (newValue) => handleTagDropdownSelection(rowIndex, newValue)
     )
 
     return (
-      <td className='p-1'>
+      <td className='relative min-w-0 overflow-hidden bg-transparent p-0'>
         <div className='relative w-full'>
           <Input
             ref={(el) => {
@@ -466,12 +305,13 @@ export function DocumentTagEntry({
             onKeyDown={handlers.onKeyDown}
             onDrop={handlers.onDrop}
             onDragOver={handlers.onDragOver}
-            disabled={disabled}
+            disabled={disabled || !isTagSelected}
             autoComplete='off'
-            className='w-full border-0 text-transparent caret-foreground placeholder:text-muted-foreground/50 focus-visible:ring-0 focus-visible:ring-offset-0'
+            placeholder={isTagSelected ? placeholder : 'Select a tag first'}
+            className='w-full border-0 bg-transparent px-[10px] py-[8px] font-medium text-sm text-transparent leading-[21px] caret-[var(--text-primary)] placeholder:text-[var(--text-muted)] focus-visible:ring-0 focus-visible:ring-offset-0'
           />
-          <div className='pointer-events-none absolute inset-0 flex items-center overflow-hidden bg-transparent px-3 text-sm'>
-            <div className='whitespace-pre'>
+          <div className='scrollbar-hide pointer-events-none absolute top-0 right-[10px] bottom-0 left-[10px] overflow-x-auto overflow-y-hidden bg-transparent'>
+            <div className='whitespace-pre py-[8px] font-medium text-[var(--text-primary)] text-sm leading-[21px]'>
               {formatDisplayText(cellValue, {
                 accessiblePrefixes,
                 highlightAll: !accessiblePrefixes,
@@ -500,49 +340,33 @@ export function DocumentTagEntry({
   }
 
   const renderDeleteButton = (rowIndex: number) => {
-    // Allow deletion of any row
-    const canDelete = !isPreview && !disabled
+    if (isPreview || disabled) return null
 
-    return canDelete ? (
+    return (
       <td className='w-0 p-0'>
         <Button
           variant='ghost'
-          size='icon'
-          className='-translate-y-1/2 absolute top-1/2 right-2 h-8 w-8 opacity-0 group-hover:opacity-100'
+          className='-translate-y-1/2 absolute top-1/2 right-[8px] transition-opacity'
           onClick={() => handleDeleteRow(rowIndex)}
         >
-          <Trash className='h-4 w-4 text-muted-foreground' />
+          <Trash className='h-[14px] w-[14px]' />
         </Button>
       </td>
-    ) : null
+    )
   }
 
-  // Show pre-fill button if there are available tags and only empty rows
-  const showPreFillButton =
-    tagDefinitions.length > 0 &&
-    rows.length === 1 &&
-    !rows[0].cells.tagName &&
-    !rows[0].cells.value &&
-    !isPreview &&
-    !disabled
-
   return (
-    <div className='relative'>
-      {showPreFillButton && (
-        <div className='mb-2'>
-          <Button variant='outline' size='sm' onClick={handlePreFillTags}>
-            Prefill Existing Tags
-          </Button>
-        </div>
-      )}
-      <div className='overflow-visible rounded-md border'>
-        <table className='w-full'>
+    <div className='relative w-full'>
+      <div className='overflow-hidden rounded-[4px] border border-[var(--border-strong)] bg-[var(--surface-2)] dark:bg-[#1F1F1F]'>
+        <table className='w-full table-fixed bg-transparent'>
           {renderHeader()}
-          <tbody>
+          <tbody className='bg-transparent'>
             {rows.map((row, rowIndex) => (
-              <tr key={row.id} className='group relative border-t'>
+              <tr
+                key={row.id}
+                className='group relative border-[var(--border-strong)] border-t bg-transparent'
+              >
                 {renderTagNameCell(row, rowIndex)}
-                {renderTypeCell(row, rowIndex)}
                 {renderValueCell(row, rowIndex)}
                 {renderDeleteButton(rowIndex)}
               </tr>
@@ -551,24 +375,13 @@ export function DocumentTagEntry({
         </table>
       </div>
 
-      {/* Add Row Button and Tag slots usage indicator */}
+      {/* Add Tag Button */}
       {!isPreview && !disabled && (
-        <div className='mt-3 flex items-center justify-between'>
-          <Button
-            variant='outline'
-            size='sm'
-            onClick={handleAddRow}
-            disabled={!canAddMoreTags}
-            className='h-7 px-2 text-xs'
-          >
+        <div className='mt-3'>
+          <Button onClick={handleAddRow} disabled={!canAddMoreTags} className='h-7 px-2 text-xs'>
             <Plus className='mr-1 h-2.5 w-2.5' />
             Add Tag
           </Button>
-
-          {/* Tag slots usage indicator */}
-          <div className='text-muted-foreground text-xs'>
-            {tagDefinitions.length + newTagsBeingCreated} of {MAX_TAG_SLOTS} tag slots used
-          </div>
         </div>
       )}
     </div>
diff --git a/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/components/panel/components/editor/components/sub-block/components/knowledge-tag-filters/knowledge-tag-filters.tsx b/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/components/panel/components/editor/components/sub-block/components/knowledge-tag-filters/knowledge-tag-filters.tsx
index dec77c5ad..38bfef146 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/components/panel/components/editor/components/sub-block/components/knowledge-tag-filters/knowledge-tag-filters.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/components/panel/components/editor/components/sub-block/components/knowledge-tag-filters/knowledge-tag-filters.tsx
@@ -2,10 +2,10 @@
 
 import { useState } from 'react'
 import { Plus } from 'lucide-react'
-import { Trash } from '@/components/emcn/icons/trash'
-import { Button } from '@/components/ui/button'
+import { Button, Combobox, type ComboboxOption, Label, Trash } from '@/components/emcn'
 import { Input } from '@/components/ui/input'
-import { Label } from '@/components/ui/label'
+import { FIELD_TYPE_LABELS, getPlaceholderForFieldType } from '@/lib/knowledge/constants'
+import { type FilterFieldType, getOperatorsForFieldType } from '@/lib/knowledge/filters/types'
 import { formatDisplayText } from '@/app/workspace/[workspaceId]/w/[workflowId]/components/panel/components/editor/components/sub-block/components/formatted-text'
 import {
   checkTagTrigger,
@@ -20,14 +20,22 @@ import { useSubBlockValue } from '../../hooks/use-sub-block-value'
 interface TagFilter {
   id: string
   tagName: string
+  tagSlot?: string
+  fieldType: FilterFieldType
+  operator: string
   tagValue: string
+  valueTo?: string // For 'between' operator
 }
 
 interface TagFilterRow {
   id: string
   cells: {
     tagName: string
+    tagSlot?: string
+    fieldType: FilterFieldType
+    operator: string
     value: string
+    valueTo?: string
   }
 }
 
@@ -47,21 +55,15 @@ export function KnowledgeTagFilters({
   previewValue,
 }: KnowledgeTagFiltersProps) {
   const [storeValue, setStoreValue] = useSubBlockValue<string | null>(blockId, subBlock.id)
-
-  // Hook for immediate tag/dropdown selections
   const emitTagSelection = useTagSelection(blockId, subBlock.id)
 
-  // Get the knowledge base ID from other sub-blocks
   const [knowledgeBaseIdValue] = useSubBlockValue(blockId, 'knowledgeBaseId')
   const knowledgeBaseId = knowledgeBaseIdValue || null
 
-  // Use KB tag definitions hook to get available tags
   const { tagDefinitions, isLoading } = useKnowledgeBaseTagDefinitions(knowledgeBaseId)
 
-  // Get accessible prefixes for variable highlighting
   const accessiblePrefixes = useAccessibleReferencePrefixes(blockId)
 
-  // State for managing tag dropdown
   const [activeTagDropdown, setActiveTagDropdown] = useState<{
     rowIndex: number
     showTags: boolean
@@ -70,14 +72,15 @@ export function KnowledgeTagFilters({
     element?: HTMLElement | null
   } | null>(null)
 
-  // State for dropdown visibility - one for each row
-  const [dropdownStates, setDropdownStates] = useState<Record<number, boolean>>({})
-
-  // Parse the current value to extract filters
   const parseFilters = (filterValue: string | null): TagFilter[] => {
     if (!filterValue) return []
     try {
-      return JSON.parse(filterValue)
+      const parsed = JSON.parse(filterValue)
+      return parsed.map((f: TagFilter) => ({
+        ...f,
+        fieldType: f.fieldType || 'text',
+        operator: f.operator || 'eq',
+      }))
     } catch {
       return []
     }
@@ -86,20 +89,23 @@ export function KnowledgeTagFilters({
   const currentValue = isPreview ? previewValue : storeValue
   const filters = parseFilters(currentValue || null)
 
-  // Transform filters to table format for display
   const rows: TagFilterRow[] =
     filters.length > 0
       ? filters.map((filter) => ({
           id: filter.id,
           cells: {
             tagName: filter.tagName || '',
+            tagSlot: filter.tagSlot,
+            fieldType: filter.fieldType || 'text',
+            operator: filter.operator || 'eq',
             value: filter.tagValue || '',
+            valueTo: filter.valueTo,
           },
         }))
       : [
           {
             id: 'empty-row-0',
-            cells: { tagName: '', value: '' },
+            cells: { tagName: '', fieldType: 'text', operator: '', value: '' },
           },
         ]
 
@@ -109,27 +115,72 @@ export function KnowledgeTagFilters({
     setStoreValue(value)
   }
 
-  const handleCellChange = (rowIndex: number, column: string, value: string) => {
+  const rowsToFilters = (rowsToConvert: TagFilterRow[]): TagFilter[] => {
+    return rowsToConvert
+      .filter((row) => row.cells.tagName?.trim())
+      .map((row) => ({
+        id: row.id,
+        tagName: row.cells.tagName || '',
+        tagSlot: row.cells.tagSlot,
+        fieldType: row.cells.fieldType || 'text',
+        operator: row.cells.operator || 'eq',
+        tagValue: row.cells.value || '',
+        valueTo: row.cells.valueTo,
+      }))
+  }
+
+  const handleCellChange = (rowIndex: number, column: string, value: string | FilterFieldType) => {
     if (isPreview || disabled) return
 
+    const updatedRows = [...rows].map((row, idx) => {
+      if (idx === rowIndex) {
+        const newCells = { ...row.cells, [column]: value }
+
+        if (column === 'fieldType') {
+          const operators = getOperatorsForFieldType(value as FilterFieldType)
+          newCells.operator = operators[0]?.value || 'eq'
+          newCells.value = ''
+          newCells.valueTo = undefined
+        }
+
+        if (column === 'operator' && value !== 'between') {
+          newCells.valueTo = undefined
+        }
+
+        return { ...row, cells: newCells }
+      }
+      return row
+    })
+
+    updateFilters(rowsToFilters(updatedRows))
+  }
+
+  const handleTagNameSelection = (rowIndex: number, tagName: string) => {
+    if (isPreview || disabled) return
+
+    const tagDef = tagDefinitions.find((t) => t.displayName === tagName)
+    const fieldType = (tagDef?.fieldType || 'text') as FilterFieldType
+    const operators = getOperatorsForFieldType(fieldType)
+
     const updatedRows = [...rows].map((row, idx) => {
       if (idx === rowIndex) {
         return {
           ...row,
-          cells: { ...row.cells, [column]: value },
+          cells: {
+            ...row.cells,
+            tagName,
+            tagSlot: tagDef?.tagSlot,
+            fieldType,
+            operator: operators[0]?.value || 'eq',
+            value: '',
+            valueTo: undefined,
+          },
         }
       }
       return row
     })
 
-    // Convert back to TagFilter format - keep all rows, even empty ones
-    const updatedFilters = updatedRows.map((row) => ({
-      id: row.id,
-      tagName: row.cells.tagName || '',
-      tagValue: row.cells.value || '',
-    }))
-
-    updateFilters(updatedFilters)
+    updateFilters(rowsToFilters(updatedRows))
   }
 
   const handleTagDropdownSelection = (rowIndex: number, column: string, value: string) => {
@@ -145,36 +196,36 @@ export function KnowledgeTagFilters({
       return row
     })
 
-    // Convert back to TagFilter format - keep all rows, even empty ones
-    const updatedFilters = updatedRows.map((row) => ({
-      id: row.id,
-      tagName: row.cells.tagName || '',
-      tagValue: row.cells.value || '',
-    }))
-
-    const jsonValue = updatedFilters.length > 0 ? JSON.stringify(updatedFilters) : null
+    const jsonValue =
+      rowsToFilters(updatedRows).length > 0 ? JSON.stringify(rowsToFilters(updatedRows)) : null
     emitTagSelection(jsonValue)
   }
 
   const handleAddRow = () => {
     if (isPreview || disabled) return
 
-    const newRowId = `filter-${filters.length}-${Math.random().toString(36).substr(2, 9)}`
-    const newFilters = [...filters, { id: newRowId, tagName: '', tagValue: '' }]
-    updateFilters(newFilters)
+    const newRowId = `filter-${filters.length}-${Math.random().toString(36).slice(2, 11)}`
+    const newFilter: TagFilter = {
+      id: newRowId,
+      tagName: '',
+      fieldType: 'text',
+      operator: 'eq',
+      tagValue: '',
+    }
+    updateFilters([...filters, newFilter])
   }
 
   const handleDeleteRow = (rowIndex: number) => {
-    if (isPreview || disabled || rows.length <= 1) return
+    if (isPreview || disabled) return
+
+    if (rows.length <= 1) {
+      // Clear the single row instead of deleting
+      setStoreValue(null)
+      return
+    }
+
     const updatedRows = rows.filter((_, idx) => idx !== rowIndex)
-
-    const updatedFilters = updatedRows.map((row) => ({
-      id: row.id,
-      tagName: row.cells.tagName || '',
-      tagValue: row.cells.value || '',
-    }))
-
-    updateFilters(updatedFilters)
+    updateFilters(rowsToFilters(updatedRows))
   }
 
   if (isPreview) {
@@ -191,108 +242,88 @@ export function KnowledgeTagFilters({
   }
 
   const renderHeader = () => (
-    <thead>
-      <tr className='border-b'>
-        <th className='w-2/5 border-r px-4 py-2 text-center font-medium text-sm'>Tag Name</th>
-        <th className='px-4 py-2 text-center font-medium text-sm'>Value</th>
+    <thead className='bg-transparent'>
+      <tr className='border-[var(--border-strong)] border-b bg-transparent'>
+        <th className='w-[35%] min-w-0 border-[var(--border-strong)] border-r bg-transparent px-[10px] py-[5px] text-left font-medium text-[14px] text-[var(--text-tertiary)]'>
+          Tag
+        </th>
+        <th className='w-[35%] min-w-0 border-[var(--border-strong)] border-r bg-transparent px-[10px] py-[5px] text-left font-medium text-[14px] text-[var(--text-tertiary)]'>
+          Operator
+        </th>
+        <th className='w-[30%] min-w-0 bg-transparent px-[10px] py-[5px] text-left font-medium text-[14px] text-[var(--text-tertiary)]'>
+          Value
+        </th>
       </tr>
     </thead>
   )
 
   const renderTagNameCell = (row: TagFilterRow, rowIndex: number) => {
     const cellValue = row.cells.tagName || ''
-    const showDropdown = dropdownStates[rowIndex] || false
 
-    const setShowDropdown = (show: boolean) => {
-      setDropdownStates((prev) => ({ ...prev, [rowIndex]: show }))
-    }
-
-    const handleDropdownClick = (e: React.MouseEvent) => {
-      e.preventDefault()
-      e.stopPropagation()
-      if (!disabled && !isLoading) {
-        if (!showDropdown) {
-          setShowDropdown(true)
-        }
-      }
-    }
-
-    const handleFocus = () => {
-      if (!disabled && !isLoading) {
-        setShowDropdown(true)
-      }
-    }
-
-    const handleBlur = () => {
-      // Delay closing to allow dropdown selection
-      setTimeout(() => setShowDropdown(false), 150)
-    }
+    const tagOptions: ComboboxOption[] = tagDefinitions.map((tag) => ({
+      value: tag.displayName,
+      label: `${tag.displayName} (${FIELD_TYPE_LABELS[tag.fieldType] || 'Text'})`,
+    }))
 
     return (
-      <td className='relative border-r p-1'>
-        <div className='relative w-full'>
-          <Input
-            value={cellValue}
-            readOnly
-            disabled={disabled || isLoading}
-            autoComplete='off'
-            className='w-full cursor-pointer border-0 text-transparent caret-foreground placeholder:text-muted-foreground/50 focus-visible:ring-0 focus-visible:ring-offset-0'
-            onClick={handleDropdownClick}
-            onFocus={handleFocus}
-            onBlur={handleBlur}
-          />
-          <div className='pointer-events-none absolute inset-0 flex items-center overflow-hidden bg-transparent px-3 text-sm'>
-            <div className='whitespace-pre'>
-              {formatDisplayText(cellValue || 'Select tag', {
-                accessiblePrefixes,
-                highlightAll: !accessiblePrefixes,
-              })}
-            </div>
-          </div>
-          {showDropdown && tagDefinitions.length > 0 && (
-            <div className='absolute top-full left-0 z-[100] mt-1 w-full'>
-              <div className='allow-scroll fade-in-0 zoom-in-95 animate-in rounded-md border bg-popover text-popover-foreground shadow-lg'>
-                <div
-                  className='allow-scroll max-h-48 overflow-y-auto p-1'
-                  style={{ scrollbarWidth: 'thin' }}
-                >
-                  {tagDefinitions.map((tag) => (
-                    <div
-                      key={tag.id}
-                      className='relative flex cursor-pointer select-none items-center rounded-sm px-2 py-1.5 text-sm outline-none hover:bg-accent hover:text-accent-foreground'
-                      onMouseDown={(e) => {
-                        e.preventDefault()
-                        handleCellChange(rowIndex, 'tagName', tag.displayName)
-                        setShowDropdown(false)
-                      }}
-                    >
-                      <span className='flex-1 truncate'>{tag.displayName}</span>
-                    </div>
-                  ))}
-                </div>
-              </div>
-            </div>
-          )}
-        </div>
+      <td className='relative min-w-0 overflow-hidden border-[var(--border-strong)] border-r bg-transparent p-0'>
+        <Combobox
+          options={tagOptions}
+          value={cellValue}
+          onChange={(value) => handleTagNameSelection(rowIndex, value)}
+          disabled={disabled || isLoading}
+          placeholder='Select tag'
+          className='!border-0 !bg-transparent hover:!bg-transparent px-[10px] py-[8px] font-medium text-sm leading-[21px] focus-visible:ring-0 focus-visible:ring-offset-0 [&>span]:truncate'
+        />
+      </td>
+    )
+  }
+
+  const renderOperatorCell = (row: TagFilterRow, rowIndex: number) => {
+    const fieldType = row.cells.fieldType || 'text'
+    const operator = row.cells.operator || ''
+    const operators = getOperatorsForFieldType(fieldType)
+    const isOperatorDisabled = disabled || !row.cells.tagName
+
+    const operatorOptions: ComboboxOption[] = operators.map((op) => ({
+      value: op.value,
+      label: op.label,
+    }))
+
+    return (
+      <td className='relative min-w-0 overflow-hidden border-[var(--border-strong)] border-r bg-transparent p-0'>
+        <Combobox
+          options={operatorOptions}
+          value={operator}
+          onChange={(value) => handleCellChange(rowIndex, 'operator', value)}
+          disabled={isOperatorDisabled}
+          placeholder='Select operator'
+          className='!border-0 !bg-transparent hover:!bg-transparent px-[10px] py-[8px] font-medium text-sm leading-[21px] focus-visible:ring-0 focus-visible:ring-offset-0 [&>span]:truncate'
+        />
       </td>
     )
   }
 
   const renderValueCell = (row: TagFilterRow, rowIndex: number) => {
     const cellValue = row.cells.value || ''
+    const fieldType = row.cells.fieldType || 'text'
+    const operator = row.cells.operator || 'eq'
+    const isBetween = operator === 'between'
+    const valueTo = row.cells.valueTo || ''
+    const isDisabled = disabled || !row.cells.tagName
+    const placeholder = getPlaceholderForFieldType(fieldType)
 
-    return (
-      <td className='p-1'>
-        <div className='relative w-full'>
-          <Input
-            value={cellValue}
-            onChange={(e) => {
-              const newValue = e.target.value
-              const cursorPosition = e.target.selectionStart ?? 0
+    const renderInput = (value: string, column: 'value' | 'valueTo') => (
+      <div className='relative w-full'>
+        <Input
+          value={value}
+          onChange={(e) => {
+            const newValue = e.target.value
+            const cursorPosition = e.target.selectionStart ?? 0
 
-              handleCellChange(rowIndex, 'value', newValue)
+            handleCellChange(rowIndex, column, newValue)
 
-              // Check for tag trigger
+            if (column === 'value') {
               const tagTrigger = checkTagTrigger(newValue, cursorPosition)
 
               setActiveTagDropdown({
@@ -302,58 +333,78 @@ export function KnowledgeTagFilters({
                 activeSourceBlockId: null,
                 element: e.target,
               })
-            }}
-            onFocus={(e) => {
-              if (!disabled) {
-                setActiveTagDropdown({
-                  rowIndex,
-                  showTags: false,
-                  cursorPosition: 0,
-                  activeSourceBlockId: null,
-                  element: e.target,
-                })
-              }
-            }}
-            onBlur={() => {
+            }
+          }}
+          onFocus={(e) => {
+            if (!isDisabled && column === 'value') {
+              setActiveTagDropdown({
+                rowIndex,
+                showTags: false,
+                cursorPosition: 0,
+                activeSourceBlockId: null,
+                element: e.target,
+              })
+            }
+          }}
+          onBlur={() => {
+            if (column === 'value') {
               setTimeout(() => setActiveTagDropdown(null), 200)
-            }}
-            onKeyDown={(e) => {
-              if (e.key === 'Escape') {
-                setActiveTagDropdown(null)
-              }
-            }}
-            disabled={disabled}
-            autoComplete='off'
-            className='w-full border-0 text-transparent caret-foreground placeholder:text-muted-foreground/50 focus-visible:ring-0 focus-visible:ring-offset-0'
-          />
-          <div className='pointer-events-none absolute inset-0 flex items-center overflow-hidden bg-transparent px-3 text-sm'>
-            <div className='whitespace-pre'>
-              {formatDisplayText(cellValue, {
-                accessiblePrefixes,
-                highlightAll: !accessiblePrefixes,
-              })}
-            </div>
+            }
+          }}
+          onKeyDown={(e) => {
+            if (e.key === 'Escape') {
+              setActiveTagDropdown(null)
+            }
+          }}
+          disabled={isDisabled}
+          autoComplete='off'
+          placeholder={placeholder}
+          className='w-full border-0 bg-transparent px-[10px] py-[8px] font-medium text-sm text-transparent leading-[21px] caret-[var(--text-primary)] placeholder:text-[var(--text-muted)] focus-visible:ring-0 focus-visible:ring-offset-0'
+        />
+        <div className='scrollbar-hide pointer-events-none absolute top-0 right-[10px] bottom-0 left-[10px] overflow-x-auto overflow-y-hidden bg-transparent'>
+          <div className='whitespace-pre py-[8px] font-medium text-[var(--text-primary)] text-sm leading-[21px]'>
+            {formatDisplayText(value || '', {
+              accessiblePrefixes,
+              highlightAll: !accessiblePrefixes,
+            })}
           </div>
         </div>
+      </div>
+    )
+
+    if (isBetween) {
+      return (
+        <td className='relative min-w-0 overflow-hidden bg-transparent p-0'>
+          <div className='flex items-center gap-1 px-[10px]'>
+            {renderInput(cellValue, 'value')}
+            <span className='flex-shrink-0 text-muted-foreground text-xs'>to</span>
+            {renderInput(valueTo, 'valueTo')}
+          </div>
+        </td>
+      )
+    }
+
+    return (
+      <td className='relative min-w-0 overflow-hidden bg-transparent p-0'>
+        {renderInput(cellValue, 'value')}
       </td>
     )
   }
 
   const renderDeleteButton = (rowIndex: number) => {
-    const canDelete = !isPreview && !disabled
+    if (isPreview || disabled) return null
 
-    return canDelete ? (
+    return (
       <td className='w-0 p-0'>
         <Button
           variant='ghost'
-          size='icon'
-          className='-translate-y-1/2 absolute top-1/2 right-2 h-8 w-8 opacity-0 group-hover:opacity-100'
+          className='-translate-y-1/2 absolute top-1/2 right-[8px] transition-opacity'
           onClick={() => handleDeleteRow(rowIndex)}
         >
-          <Trash className='h-4 w-4 text-muted-foreground' />
+          <Trash className='h-[14px] w-[14px]' />
         </Button>
       </td>
-    ) : null
+    )
   }
 
   if (isLoading) {
@@ -361,14 +412,18 @@ export function KnowledgeTagFilters({
   }
 
   return (
-    <div className='relative'>
-      <div className='overflow-visible rounded-md border'>
-        <table className='w-full'>
+    <div className='relative w-full'>
+      <div className='overflow-hidden rounded-[4px] border border-[var(--border-strong)] bg-[var(--surface-2)] dark:bg-[#1F1F1F]'>
+        <table className='w-full table-fixed bg-transparent'>
           {renderHeader()}
-          <tbody>
+          <tbody className='bg-transparent'>
             {rows.map((row, rowIndex) => (
-              <tr key={row.id} className='group relative border-t'>
+              <tr
+                key={row.id}
+                className='group relative border-[var(--border-strong)] border-t bg-transparent'
+              >
                 {renderTagNameCell(row, rowIndex)}
+                {renderOperatorCell(row, rowIndex)}
                 {renderValueCell(row, rowIndex)}
                 {renderDeleteButton(rowIndex)}
               </tr>
@@ -400,7 +455,7 @@ export function KnowledgeTagFilters({
       {/* Add Filter Button */}
       {!isPreview && !disabled && (
         <div className='mt-3 flex items-center justify-between'>
-          <Button variant='outline' size='sm' onClick={handleAddRow} className='h-7 px-2 text-xs'>
+          <Button onClick={handleAddRow} className='h-7 px-2 text-xs'>
             <Plus className='mr-1 h-2.5 w-2.5' />
             Add Filter
           </Button>
diff --git a/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/components/panel/components/editor/components/sub-block/components/tool-input/tool-input.tsx b/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/components/panel/components/editor/components/sub-block/components/tool-input/tool-input.tsx
index 882a96839..7d209c115 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/components/panel/components/editor/components/sub-block/components/tool-input/tool-input.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/components/panel/components/editor/components/sub-block/components/tool-input/tool-input.tsx
@@ -982,6 +982,11 @@ export function ToolInput({
     if (hasMultipleOperations(blockType)) {
       return false
     }
+    // Allow multiple instances for workflow and knowledge blocks
+    // Each instance can target a different workflow/knowledge base
+    if (blockType === 'workflow' || blockType === 'knowledge') {
+      return false
+    }
     return selectedTools.some((tool) => tool.toolId === toolId)
   }
 
diff --git a/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/components/workflow-block/workflow-block.tsx b/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/components/workflow-block/workflow-block.tsx
index a24d3ff9e..d548ee0be 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/components/workflow-block/workflow-block.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/components/workflow-block/workflow-block.tsx
@@ -134,29 +134,111 @@ const isMessagesArray = (value: unknown): value is Array<{ role: string; content
   )
 }
 
+/**
+ * Type guard for tag filter array (used in knowledge block filters)
+ */
+interface TagFilterItem {
+  id: string
+  tagName: string
+  fieldType?: string
+  operator?: string
+  tagValue: string
+}
+
+const isTagFilterArray = (value: unknown): value is TagFilterItem[] => {
+  if (!Array.isArray(value) || value.length === 0) return false
+  const firstItem = value[0]
+  return (
+    typeof firstItem === 'object' &&
+    firstItem !== null &&
+    'tagName' in firstItem &&
+    'tagValue' in firstItem
+  )
+}
+
+/**
+ * Type guard for document tag entry array (used in knowledge block create document)
+ */
+interface DocumentTagItem {
+  id: string
+  tagName: string
+  fieldType?: string
+  value: string
+}
+
+const isDocumentTagArray = (value: unknown): value is DocumentTagItem[] => {
+  if (!Array.isArray(value) || value.length === 0) return false
+  const firstItem = value[0]
+  return (
+    typeof firstItem === 'object' &&
+    firstItem !== null &&
+    'tagName' in firstItem &&
+    'value' in firstItem &&
+    !('tagValue' in firstItem) // Distinguish from tag filters
+  )
+}
+
+/**
+ * Attempts to parse a JSON string, returns the parsed value or the original value if parsing fails
+ */
+const tryParseJson = (value: unknown): unknown => {
+  if (typeof value !== 'string') return value
+  try {
+    const trimmed = value.trim()
+    if (
+      (trimmed.startsWith('[') && trimmed.endsWith(']')) ||
+      (trimmed.startsWith('{') && trimmed.endsWith('}'))
+    ) {
+      return JSON.parse(trimmed)
+    }
+  } catch {
+    // Not valid JSON, return original
+  }
+  return value
+}
+
 /**
  * Formats a subblock value for display, intelligently handling nested objects and arrays.
  */
 const getDisplayValue = (value: unknown): string => {
   if (value == null || value === '') return '-'
 
-  if (isMessagesArray(value)) {
-    const firstMessage = value[0]
+  // Try parsing JSON strings first
+  const parsedValue = tryParseJson(value)
+
+  if (isMessagesArray(parsedValue)) {
+    const firstMessage = parsedValue[0]
     if (!firstMessage?.content || firstMessage.content.trim() === '') return '-'
     const content = firstMessage.content.trim()
     return content.length > 50 ? `${content.slice(0, 50)}...` : content
   }
 
-  if (isVariableAssignmentsArray(value)) {
-    const names = value.map((a) => a.variableName).filter((name): name is string => !!name)
+  if (isVariableAssignmentsArray(parsedValue)) {
+    const names = parsedValue.map((a) => a.variableName).filter((name): name is string => !!name)
     if (names.length === 0) return '-'
     if (names.length === 1) return names[0]
     if (names.length === 2) return `${names[0]}, ${names[1]}`
     return `${names[0]}, ${names[1]} +${names.length - 2}`
   }
 
-  if (isTableRowArray(value)) {
-    const nonEmptyRows = value.filter((row) => {
+  if (isTagFilterArray(parsedValue)) {
+    const validFilters = parsedValue.filter((f) => f.tagName?.trim())
+    if (validFilters.length === 0) return '-'
+    if (validFilters.length === 1) return validFilters[0].tagName
+    if (validFilters.length === 2) return `${validFilters[0].tagName}, ${validFilters[1].tagName}`
+    return `${validFilters[0].tagName}, ${validFilters[1].tagName} +${validFilters.length - 2}`
+  }
+
+  if (isDocumentTagArray(parsedValue)) {
+    const validTags = parsedValue.filter((t) => t.tagName?.trim())
+    if (validTags.length === 0) return '-'
+    if (validTags.length === 1) return validTags[0].tagName
+    if (validTags.length === 2) return `${validTags[0].tagName}, ${validTags[1].tagName}`
+    return `${validTags[0].tagName}, ${validTags[1].tagName} +${validTags.length - 2}`
+  }
+
+  if (isTableRowArray(parsedValue)) {
+    const nonEmptyRows = parsedValue.filter((row) => {
       const cellValues = Object.values(row.cells)
       return cellValues.some((cell) => cell && cell.trim() !== '')
     })
@@ -175,16 +257,16 @@ const getDisplayValue = (value: unknown): string => {
     return `${nonEmptyRows.length} rows`
   }
 
-  if (isFieldFormatArray(value)) {
-    const namedFields = value.filter((field) => field.name && field.name.trim() !== '')
+  if (isFieldFormatArray(parsedValue)) {
+    const namedFields = parsedValue.filter((field) => field.name && field.name.trim() !== '')
     if (namedFields.length === 0) return '-'
     if (namedFields.length === 1) return namedFields[0].name
     if (namedFields.length === 2) return `${namedFields[0].name}, ${namedFields[1].name}`
     return `${namedFields[0].name}, ${namedFields[1].name} +${namedFields.length - 2}`
   }
 
-  if (isPlainObject(value)) {
-    const entries = Object.entries(value).filter(
+  if (isPlainObject(parsedValue)) {
+    const entries = Object.entries(parsedValue).filter(
       ([, val]) => val !== null && val !== undefined && val !== ''
     )
 
@@ -201,8 +283,10 @@ const getDisplayValue = (value: unknown): string => {
     return entries.length > 2 ? `${preview} +${entries.length - 2}` : preview
   }
 
-  if (Array.isArray(value)) {
-    const nonEmptyItems = value.filter((item) => item !== null && item !== undefined && item !== '')
+  if (Array.isArray(parsedValue)) {
+    const nonEmptyItems = parsedValue.filter(
+      (item) => item !== null && item !== undefined && item !== ''
+    )
     if (nonEmptyItems.length === 0) return '-'
 
     const getItemDisplayValue = (item: unknown): string => {
@@ -220,10 +304,11 @@ const getDisplayValue = (value: unknown): string => {
     return `${getItemDisplayValue(nonEmptyItems[0])}, ${getItemDisplayValue(nonEmptyItems[1])} +${nonEmptyItems.length - 2}`
   }
 
+  // For non-array, non-object values, use original value for string conversion
   const stringValue = String(value)
   if (stringValue === '[object Object]') {
     try {
-      const json = JSON.stringify(value)
+      const json = JSON.stringify(parsedValue)
       if (json.length <= 40) return json
       return `${json.slice(0, 37)}...`
     } catch {
diff --git a/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/workflow.tsx b/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/workflow.tsx
index 42d3c4041..b5a7bf3f4 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/workflow.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/[workflowId]/workflow.tsx
@@ -18,6 +18,7 @@ import { useShallow } from 'zustand/react/shallow'
 import type { OAuthConnectEventDetail } from '@/lib/copilot/tools/client/other/oauth-request-access'
 import { createLogger } from '@/lib/logs/console/logger'
 import type { OAuthProvider } from '@/lib/oauth'
+import { DEFAULT_HORIZONTAL_SPACING } from '@/lib/workflows/autolayout/constants'
 import { BLOCK_DIMENSIONS, CONTAINER_DIMENSIONS } from '@/lib/workflows/blocks/block-dimensions'
 import { TriggerUtils } from '@/lib/workflows/triggers/triggers'
 import { useWorkspacePermissionsContext } from '@/app/workspace/[workspaceId]/providers/workspace-permissions-provider'
@@ -32,6 +33,7 @@ import {
 import { Cursors } from '@/app/workspace/[workspaceId]/w/[workflowId]/components/cursors/cursors'
 import { ErrorBoundary } from '@/app/workspace/[workspaceId]/w/[workflowId]/components/error/index'
 import { NoteBlock } from '@/app/workspace/[workspaceId]/w/[workflowId]/components/note-block/note-block'
+import type { SubflowNodeData } from '@/app/workspace/[workspaceId]/w/[workflowId]/components/subflows/subflow-node'
 import { TrainingModal } from '@/app/workspace/[workspaceId]/w/[workflowId]/components/training-modal/training-modal'
 import { WorkflowBlock } from '@/app/workspace/[workspaceId]/w/[workflowId]/components/workflow-block/workflow-block'
 import { WorkflowEdge } from '@/app/workspace/[workspaceId]/w/[workflowId]/components/workflow-edge/workflow-edge'
@@ -523,7 +525,7 @@ const WorkflowContent = React.memo(() => {
   useEffect(() => {
     const handleRemoveFromSubflow = (event: Event) => {
       const customEvent = event as CustomEvent<{ blockId: string }>
-      const { blockId } = customEvent.detail || ({} as any)
+      const blockId = customEvent.detail?.blockId
       if (!blockId) return
 
       try {
@@ -555,6 +557,7 @@ const WorkflowContent = React.memo(() => {
       const candidates = Object.entries(blocks)
         .filter(([id, block]) => {
           if (!block.enabled) return false
+          if (block.type === 'response') return false
           const node = nodeIndex.get(id)
           if (!node) return false
 
@@ -601,6 +604,152 @@ const WorkflowContent = React.memo(() => {
     return 'source'
   }, [])
 
+  /** Creates a standardized edge object for workflow connections. */
+  const createEdgeObject = useCallback(
+    (sourceId: string, targetId: string, sourceHandle: string): Edge => ({
+      id: crypto.randomUUID(),
+      source: sourceId,
+      target: targetId,
+      sourceHandle,
+      targetHandle: 'target',
+      type: 'workflowEdge',
+    }),
+    []
+  )
+
+  /** Gets the appropriate start handle for a container node (loop or parallel). */
+  const getContainerStartHandle = useCallback(
+    (containerId: string): string => {
+      const containerNode = getNodes().find((n) => n.id === containerId)
+      return (containerNode?.data as SubflowNodeData)?.kind === 'loop'
+        ? 'loop-start-source'
+        : 'parallel-start-source'
+    },
+    [getNodes]
+  )
+
+  /** Finds the closest non-response block to a position within a set of blocks. */
+  const findClosestBlockInSet = useCallback(
+    (
+      candidateBlocks: { id: string; type: string; position: { x: number; y: number } }[],
+      targetPosition: { x: number; y: number }
+    ): { id: string; type: string; position: { x: number; y: number } } | undefined => {
+      return candidateBlocks
+        .filter((b) => b.type !== 'response')
+        .map((b) => ({
+          block: b,
+          distance: Math.sqrt(
+            (b.position.x - targetPosition.x) ** 2 + (b.position.y - targetPosition.y) ** 2
+          ),
+        }))
+        .sort((a, b) => a.distance - b.distance)[0]?.block
+    },
+    []
+  )
+
+  /**
+   * Attempts to create an auto-connect edge for a new block being added.
+   * Returns the edge object if auto-connect should occur, or undefined otherwise.
+   *
+   * @param position - The position where the new block will be placed
+   * @param targetBlockId - The ID of the new block being added
+   * @param options - Configuration for auto-connect behavior
+   */
+  const tryCreateAutoConnectEdge = useCallback(
+    (
+      position: { x: number; y: number },
+      targetBlockId: string,
+      options: {
+        blockType: string
+        enableTriggerMode?: boolean
+        targetParentId?: string | null
+        existingChildBlocks?: { id: string; type: string; position: { x: number; y: number } }[]
+        containerId?: string
+      }
+    ): Edge | undefined => {
+      const isAutoConnectEnabled = useGeneralStore.getState().isAutoConnectEnabled
+      if (!isAutoConnectEnabled) return undefined
+
+      // Don't auto-connect starter or annotation-only blocks
+      if (options.blockType === 'starter' || isAnnotationOnlyBlock(options.blockType)) {
+        return undefined
+      }
+
+      // Check if target is a trigger block
+      const targetBlockConfig = getBlock(options.blockType)
+      const isTargetTrigger =
+        options.enableTriggerMode || targetBlockConfig?.category === 'triggers'
+      if (isTargetTrigger) return undefined
+
+      // Case 1: Adding block inside a container with existing children
+      if (options.existingChildBlocks && options.existingChildBlocks.length > 0) {
+        const closestBlock = findClosestBlockInSet(options.existingChildBlocks, position)
+        if (closestBlock) {
+          const sourceHandle = determineSourceHandle({
+            id: closestBlock.id,
+            type: closestBlock.type,
+          })
+          return createEdgeObject(closestBlock.id, targetBlockId, sourceHandle)
+        }
+        return undefined
+      }
+
+      // Case 2: Adding block inside an empty container - connect from container start
+      if (
+        options.containerId &&
+        (!options.existingChildBlocks || options.existingChildBlocks.length === 0)
+      ) {
+        const startHandle = getContainerStartHandle(options.containerId)
+        return createEdgeObject(options.containerId, targetBlockId, startHandle)
+      }
+
+      // Case 3: Adding block at root level - use findClosestOutput
+      const closestBlock = findClosestOutput(position)
+      if (!closestBlock) return undefined
+
+      // Don't create cross-container edges
+      const closestBlockParentId = blocks[closestBlock.id]?.data?.parentId
+      if (closestBlockParentId && !options.targetParentId) {
+        return undefined
+      }
+
+      const sourceHandle = determineSourceHandle(closestBlock)
+      return createEdgeObject(closestBlock.id, targetBlockId, sourceHandle)
+    },
+    [
+      blocks,
+      findClosestOutput,
+      determineSourceHandle,
+      createEdgeObject,
+      getContainerStartHandle,
+      findClosestBlockInSet,
+    ]
+  )
+
+  /**
+   * Checks if adding a trigger block would violate constraints and shows notification if so.
+   * @returns true if validation failed (caller should return early), false if ok to proceed
+   */
+  const checkTriggerConstraints = useCallback(
+    (blockType: string): boolean => {
+      const issue = TriggerUtils.getTriggerAdditionIssue(blocks, blockType)
+      if (issue) {
+        const message =
+          issue.issue === 'legacy'
+            ? 'Cannot add new trigger blocks when a legacy Start block exists. Available in newer workflows.'
+            : `A workflow can only have one ${issue.triggerName} trigger block. Please remove the existing one before adding a new one.`
+        addNotification({
+          level: 'error',
+          message,
+          workflowId: activeWorkflowId || undefined,
+        })
+        return true
+      }
+      return false
+    },
+    [blocks, addNotification, activeWorkflowId]
+  )
+
   /**
    * Shared handler for drops of toolbar items onto the workflow canvas.
    *
@@ -629,21 +778,10 @@ const WorkflowContent = React.memo(() => {
           const baseName = data.type === 'loop' ? 'Loop' : 'Parallel'
           const name = getUniqueBlockName(baseName, blocks)
 
-          const isAutoConnectEnabled = useGeneralStore.getState().isAutoConnectEnabled
-          let autoConnectEdge
-          if (isAutoConnectEnabled) {
-            const closestBlock = findClosestOutput(position)
-            if (closestBlock) {
-              autoConnectEdge = {
-                id: crypto.randomUUID(),
-                source: closestBlock.id,
-                target: id,
-                sourceHandle: determineSourceHandle(closestBlock),
-                targetHandle: 'target',
-                type: 'workflowEdge',
-              }
-            }
-          }
+          const autoConnectEdge = tryCreateAutoConnectEdge(position, id, {
+            blockType: data.type,
+            targetParentId: null,
+          })
 
           addBlock(
             id,
@@ -651,8 +789,8 @@ const WorkflowContent = React.memo(() => {
             name,
             position,
             {
-              width: 500,
-              height: 300,
+              width: CONTAINER_DIMENSIONS.DEFAULT_WIDTH,
+              height: CONTAINER_DIMENSIONS.DEFAULT_HEIGHT,
               type: 'subflowNode',
             },
             undefined,
@@ -674,12 +812,7 @@ const WorkflowContent = React.memo(() => {
         const id = crypto.randomUUID()
         // Prefer semantic default names for triggers; then ensure unique numbering centrally
         const defaultTriggerNameDrop = TriggerUtils.getDefaultTriggerName(data.type)
-        const baseName =
-          data.type === 'loop'
-            ? 'Loop'
-            : data.type === 'parallel'
-              ? 'Parallel'
-              : defaultTriggerNameDrop || blockConfig!.name
+        const baseName = defaultTriggerNameDrop || blockConfig.name
         const name = getUniqueBlockName(baseName, blocks)
 
         if (containerInfo) {
@@ -711,70 +844,18 @@ const WorkflowContent = React.memo(() => {
             estimateBlockDimensions(data.type)
           )
 
-          // Capture existing child blocks before adding the new one
-          const existingChildBlocks = Object.values(blocks).filter(
-            (b) => b.data?.parentId === containerInfo.loopId
-          )
+          // Capture existing child blocks for auto-connect
+          const existingChildBlocks = Object.values(blocks)
+            .filter((b) => b.data?.parentId === containerInfo.loopId)
+            .map((b) => ({ id: b.id, type: b.type, position: b.position }))
 
-          // Auto-connect logic for blocks inside containers
-          const isAutoConnectEnabled = useGeneralStore.getState().isAutoConnectEnabled
-          let autoConnectEdge
-          if (
-            isAutoConnectEnabled &&
-            data.type !== 'starter' &&
-            !isAnnotationOnlyBlock(data.type)
-          ) {
-            if (existingChildBlocks.length > 0) {
-              // Connect to the nearest existing child block within the container
-              const closestBlock = existingChildBlocks
-                .map((b) => ({
-                  block: b,
-                  distance: Math.sqrt(
-                    (b.position.x - relativePosition.x) ** 2 +
-                      (b.position.y - relativePosition.y) ** 2
-                  ),
-                }))
-                .sort((a, b) => a.distance - b.distance)[0]?.block
-
-              if (closestBlock) {
-                // Don't create edges into trigger blocks or annotation blocks
-                const targetBlockConfig = getBlock(data.type)
-                const isTargetTrigger =
-                  data.enableTriggerMode === true || targetBlockConfig?.category === 'triggers'
-
-                if (!isTargetTrigger) {
-                  const sourceHandle = determineSourceHandle({
-                    id: closestBlock.id,
-                    type: closestBlock.type,
-                  })
-                  autoConnectEdge = {
-                    id: crypto.randomUUID(),
-                    source: closestBlock.id,
-                    target: id,
-                    sourceHandle,
-                    targetHandle: 'target',
-                    type: 'workflowEdge',
-                  }
-                }
-              }
-            } else {
-              // No existing children: connect from the container's start handle to the moved node
-              const containerNode = getNodes().find((n) => n.id === containerInfo.loopId)
-              const startSourceHandle =
-                (containerNode?.data as any)?.kind === 'loop'
-                  ? 'loop-start-source'
-                  : 'parallel-start-source'
-
-              autoConnectEdge = {
-                id: crypto.randomUUID(),
-                source: containerInfo.loopId,
-                target: id,
-                sourceHandle: startSourceHandle,
-                targetHandle: 'target',
-                type: 'workflowEdge',
-              }
-            }
-          }
+          const autoConnectEdge = tryCreateAutoConnectEdge(relativePosition, id, {
+            blockType: data.type,
+            enableTriggerMode: data.enableTriggerMode,
+            targetParentId: containerInfo.loopId,
+            existingChildBlocks,
+            containerId: containerInfo.loopId,
+          })
 
           // Add block with parent info AND autoConnectEdge (atomic operation)
           addBlock(
@@ -796,49 +877,13 @@ const WorkflowContent = React.memo(() => {
           resizeLoopNodesWrapper()
         } else {
           // Centralized trigger constraints
-          const dropIssue = TriggerUtils.getTriggerAdditionIssue(blocks, data.type)
-          if (dropIssue) {
-            const message =
-              dropIssue.issue === 'legacy'
-                ? 'Cannot add new trigger blocks when a legacy Start block exists. Available in newer workflows.'
-                : `A workflow can only have one ${dropIssue.triggerName} trigger block. Please remove the existing one before adding a new one.`
-            addNotification({
-              level: 'error',
-              message,
-              workflowId: activeWorkflowId || undefined,
-            })
-            return
-          }
+          if (checkTriggerConstraints(data.type)) return
 
-          // Regular auto-connect logic
-          const isAutoConnectEnabled = useGeneralStore.getState().isAutoConnectEnabled
-          let autoConnectEdge
-          if (
-            isAutoConnectEnabled &&
-            data.type !== 'starter' &&
-            !isAnnotationOnlyBlock(data.type)
-          ) {
-            const closestBlock = findClosestOutput(position)
-            if (closestBlock) {
-              // Don't create edges into trigger blocks or annotation blocks
-              const targetBlockConfig = getBlock(data.type)
-              const isTargetTrigger =
-                data.enableTriggerMode === true || targetBlockConfig?.category === 'triggers'
-
-              if (!isTargetTrigger) {
-                const sourceHandle = determineSourceHandle(closestBlock)
-
-                autoConnectEdge = {
-                  id: crypto.randomUUID(),
-                  source: closestBlock.id,
-                  target: id,
-                  sourceHandle,
-                  targetHandle: 'target',
-                  type: 'workflowEdge',
-                }
-              }
-            }
-          }
+          const autoConnectEdge = tryCreateAutoConnectEdge(position, id, {
+            blockType: data.type,
+            enableTriggerMode: data.enableTriggerMode,
+            targetParentId: null,
+          })
 
           // Regular canvas drop with auto-connect edge
           // Use enableTriggerMode from drag data if present (when dragging from Triggers tab)
@@ -861,14 +906,13 @@ const WorkflowContent = React.memo(() => {
     },
     [
       blocks,
-      getNodes,
-      findClosestOutput,
-      determineSourceHandle,
       isPointInLoopNode,
       resizeLoopNodesWrapper,
       addBlock,
       addNotification,
       activeWorkflowId,
+      tryCreateAutoConnectEdge,
+      checkTriggerConstraints,
     ]
   )
 
@@ -885,44 +929,73 @@ const WorkflowContent = React.memo(() => {
       if (!type) return
       if (type === 'connectionBlock') return
 
+      // Calculate smart position - to the right of existing root-level blocks
+      const calculateSmartPosition = (): { x: number; y: number } => {
+        // Get all root-level blocks (no parentId)
+        const rootBlocks = Object.values(blocks).filter((b) => !b.data?.parentId)
+
+        if (rootBlocks.length === 0) {
+          // No blocks yet, use viewport center
+          return screenToFlowPosition({
+            x: window.innerWidth / 2,
+            y: window.innerHeight / 2,
+          })
+        }
+
+        // Find the rightmost block
+        let maxRight = Number.NEGATIVE_INFINITY
+        let rightmostBlockY = 0
+        for (const block of rootBlocks) {
+          const blockWidth =
+            block.type === 'loop' || block.type === 'parallel'
+              ? block.data?.width || CONTAINER_DIMENSIONS.DEFAULT_WIDTH
+              : BLOCK_DIMENSIONS.FIXED_WIDTH
+          const blockRight = block.position.x + blockWidth
+          if (blockRight > maxRight) {
+            maxRight = blockRight
+            rightmostBlockY = block.position.y
+          }
+        }
+
+        // Position to the right with autolayout spacing
+        const position = {
+          x: maxRight + DEFAULT_HORIZONTAL_SPACING,
+          y: rightmostBlockY,
+        }
+
+        // Ensure position doesn't overlap any container
+        let container = isPointInLoopNode(position)
+        while (container) {
+          position.x =
+            container.loopPosition.x + container.dimensions.width + DEFAULT_HORIZONTAL_SPACING
+          container = isPointInLoopNode(position)
+        }
+
+        return position
+      }
+
+      const basePosition = calculateSmartPosition()
+
       // Special handling for container nodes (loop or parallel)
       if (type === 'loop' || type === 'parallel') {
         const id = crypto.randomUUID()
         const baseName = type === 'loop' ? 'Loop' : 'Parallel'
         const name = getUniqueBlockName(baseName, blocks)
 
-        const centerPosition = screenToFlowPosition({
-          x: window.innerWidth / 2,
-          y: window.innerHeight / 2,
+        const autoConnectEdge = tryCreateAutoConnectEdge(basePosition, id, {
+          blockType: type,
+          targetParentId: null,
         })
 
-        // Auto-connect logic for container nodes
-        const isAutoConnectEnabled = useGeneralStore.getState().isAutoConnectEnabled
-        let autoConnectEdge
-        if (isAutoConnectEnabled) {
-          const closestBlock = findClosestOutput(centerPosition)
-          if (closestBlock) {
-            const sourceHandle = determineSourceHandle(closestBlock)
-            autoConnectEdge = {
-              id: crypto.randomUUID(),
-              source: closestBlock.id,
-              target: id,
-              sourceHandle,
-              targetHandle: 'target',
-              type: 'workflowEdge',
-            }
-          }
-        }
-
         // Add the container node with default dimensions and auto-connect edge
         addBlock(
           id,
           type,
           name,
-          centerPosition,
+          basePosition,
           {
-            width: 500,
-            height: 300,
+            width: CONTAINER_DIMENSIONS.DEFAULT_WIDTH,
+            height: CONTAINER_DIMENSIONS.DEFAULT_HEIGHT,
             type: 'subflowNode',
           },
           undefined,
@@ -939,11 +1012,8 @@ const WorkflowContent = React.memo(() => {
         return
       }
 
-      // Calculate the center position of the viewport
-      const centerPosition = screenToFlowPosition({
-        x: window.innerWidth / 2,
-        y: window.innerHeight / 2,
-      })
+      // Check trigger constraints first
+      if (checkTriggerConstraints(type)) return
 
       // Create a new block with a unique ID
       const id = crypto.randomUUID()
@@ -952,51 +1022,11 @@ const WorkflowContent = React.memo(() => {
       const baseName = defaultTriggerName || blockConfig.name
       const name = getUniqueBlockName(baseName, blocks)
 
-      // Auto-connect logic
-      const isAutoConnectEnabled = useGeneralStore.getState().isAutoConnectEnabled
-      let autoConnectEdge
-      if (isAutoConnectEnabled && type !== 'starter' && !isAnnotationOnlyBlock(type)) {
-        const closestBlock = findClosestOutput(centerPosition)
-        logger.info('Closest block found:', closestBlock)
-        if (closestBlock) {
-          // Don't create edges into trigger blocks or annotation blocks
-          const targetBlockConfig = blockConfig
-          const isTargetTrigger = enableTriggerMode || targetBlockConfig?.category === 'triggers'
-
-          if (!isTargetTrigger) {
-            const sourceHandle = determineSourceHandle(closestBlock)
-
-            autoConnectEdge = {
-              id: crypto.randomUUID(),
-              source: closestBlock.id,
-              target: id,
-              sourceHandle,
-              targetHandle: 'target',
-              type: 'workflowEdge',
-            }
-            logger.info('Auto-connect edge created:', autoConnectEdge)
-          } else {
-            logger.info('Skipping auto-connect into trigger block', {
-              target: type,
-            })
-          }
-        }
-      }
-
-      // Centralized trigger constraints
-      const additionIssue = TriggerUtils.getTriggerAdditionIssue(blocks, type)
-      if (additionIssue) {
-        const message =
-          additionIssue.issue === 'legacy'
-            ? 'Cannot add new trigger blocks when a legacy Start block exists. Available in newer workflows.'
-            : `A workflow can only have one ${additionIssue.triggerName} trigger block. Please remove the existing one before adding a new one.`
-        addNotification({
-          level: 'error',
-          message,
-          workflowId: activeWorkflowId || undefined,
-        })
-        return
-      }
+      const autoConnectEdge = tryCreateAutoConnectEdge(basePosition, id, {
+        blockType: type,
+        enableTriggerMode,
+        targetParentId: null,
+      })
 
       // Add the block to the workflow with auto-connect edge
       // Enable trigger mode if this is a trigger-capable block from the triggers tab
@@ -1004,7 +1034,7 @@ const WorkflowContent = React.memo(() => {
         id,
         type,
         name,
-        centerPosition,
+        basePosition,
         undefined,
         undefined,
         undefined,
@@ -1025,11 +1055,12 @@ const WorkflowContent = React.memo(() => {
     screenToFlowPosition,
     blocks,
     addBlock,
-    findClosestOutput,
-    determineSourceHandle,
+    tryCreateAutoConnectEdge,
+    isPointInLoopNode,
     effectivePermissions.canEdit,
     addNotification,
     activeWorkflowId,
+    checkTriggerConstraints,
   ])
 
   /**
@@ -1220,12 +1251,12 @@ const WorkflowContent = React.memo(() => {
             const containerNode = getNodes().find((n) => n.id === containerInfo.loopId)
             if (
               containerNode?.type === 'subflowNode' &&
-              (containerNode.data as any)?.kind === 'loop'
+              (containerNode.data as SubflowNodeData)?.kind === 'loop'
             ) {
               containerElement.classList.add('loop-node-drag-over')
             } else if (
               containerNode?.type === 'subflowNode' &&
-              (containerNode.data as any)?.kind === 'parallel'
+              (containerNode.data as SubflowNodeData)?.kind === 'parallel'
             ) {
               containerElement.classList.add('parallel-node-drag-over')
             }
@@ -1424,8 +1455,8 @@ const WorkflowContent = React.memo(() => {
           data: {
             ...block.data,
             name: block.name,
-            width: block.data?.width || 500,
-            height: block.data?.height || 300,
+            width: block.data?.width || CONTAINER_DIMENSIONS.DEFAULT_WIDTH,
+            height: block.data?.height || CONTAINER_DIMENSIONS.DEFAULT_HEIGHT,
             kind: block.type === 'loop' ? 'loop' : 'parallel',
           },
         })
@@ -1484,8 +1515,8 @@ const WorkflowContent = React.memo(() => {
         },
         // Include dynamic dimensions for container resizing calculations (must match rendered size)
         // Both note and workflow blocks calculate dimensions deterministically via useBlockDimensions
-        width: 250, // Standard width for both block types
-        height: Math.max(block.height || 100, 100), // Use calculated height with minimum
+        width: BLOCK_DIMENSIONS.FIXED_WIDTH,
+        height: Math.max(block.height || BLOCK_DIMENSIONS.MIN_HEIGHT, BLOCK_DIMENSIONS.MIN_HEIGHT),
       })
     })
 
@@ -1572,7 +1603,7 @@ const WorkflowContent = React.memo(() => {
   /**
    * Effect to resize loops when nodes change (add/remove/position change).
    * Runs on structural changes only - not during drag (position-only changes).
-   * Skips during loading to avoid unnecessary work.
+   * Skips during loading.
    */
   useEffect(() => {
     // Skip during initial render when nodes aren't loaded yet or workflow not ready
@@ -1794,12 +1825,15 @@ const WorkflowContent = React.memo(() => {
           const containerAbsolutePos = getNodeAbsolutePosition(n.id)
 
           // Get dimensions based on node type (must match actual rendered dimensions)
-          const nodeWidth = node.type === 'subflowNode' ? node.data?.width || 500 : 250 // All workflow blocks use w-[250px] in workflow-block.tsx
+          const nodeWidth =
+            node.type === 'subflowNode'
+              ? node.data?.width || CONTAINER_DIMENSIONS.DEFAULT_WIDTH
+              : BLOCK_DIMENSIONS.FIXED_WIDTH
 
           const nodeHeight =
             node.type === 'subflowNode'
-              ? node.data?.height || 300
-              : Math.max(node.height || 100, 100) // Use actual node height with minimum 100
+              ? node.data?.height || CONTAINER_DIMENSIONS.DEFAULT_HEIGHT
+              : Math.max(node.height || BLOCK_DIMENSIONS.MIN_HEIGHT, BLOCK_DIMENSIONS.MIN_HEIGHT)
 
           // Check intersection using absolute coordinates
           const nodeRect = {
@@ -1811,9 +1845,10 @@ const WorkflowContent = React.memo(() => {
 
           const containerRect = {
             left: containerAbsolutePos.x,
-            right: containerAbsolutePos.x + (n.data?.width || 500),
+            right: containerAbsolutePos.x + (n.data?.width || CONTAINER_DIMENSIONS.DEFAULT_WIDTH),
             top: containerAbsolutePos.y,
-            bottom: containerAbsolutePos.y + (n.data?.height || 300),
+            bottom:
+              containerAbsolutePos.y + (n.data?.height || CONTAINER_DIMENSIONS.DEFAULT_HEIGHT),
           }
 
           // Check intersection with absolute coordinates for accurate detection
@@ -1829,7 +1864,9 @@ const WorkflowContent = React.memo(() => {
           container: n,
           depth: getNodeDepth(n.id),
           // Calculate size for secondary sorting
-          size: (n.data?.width || 500) * (n.data?.height || 300),
+          size:
+            (n.data?.width || CONTAINER_DIMENSIONS.DEFAULT_WIDTH) *
+            (n.data?.height || CONTAINER_DIMENSIONS.DEFAULT_HEIGHT),
         }))
 
       // Update potential parent if there's at least one intersecting container node
@@ -1857,12 +1894,12 @@ const WorkflowContent = React.memo(() => {
           // Apply appropriate class based on container type
           if (
             bestContainerMatch.container.type === 'subflowNode' &&
-            (bestContainerMatch.container.data as any)?.kind === 'loop'
+            (bestContainerMatch.container.data as SubflowNodeData)?.kind === 'loop'
           ) {
             containerElement.classList.add('loop-node-drag-over')
           } else if (
             bestContainerMatch.container.type === 'subflowNode' &&
-            (bestContainerMatch.container.data as any)?.kind === 'parallel'
+            (bestContainerMatch.container.data as SubflowNodeData)?.kind === 'parallel'
           ) {
             containerElement.classList.add('parallel-node-drag-over')
           }
@@ -2034,62 +2071,19 @@ const WorkflowContent = React.memo(() => {
           y: nodeAbsPosBefore.y - containerAbsPosBefore.y - headerHeight - topPadding,
         }
 
-        // Prepare edges that will be added when moving into the container
-        const edgesToAdd: any[] = []
-
         // Auto-connect when moving an existing block into a container
-        const isAutoConnectEnabled = useGeneralStore.getState().isAutoConnectEnabled
-        // Don't auto-connect annotation blocks (like note blocks)
-        if (isAutoConnectEnabled && !isAnnotationOnlyBlock(node.data?.type)) {
-          // Existing children in the target container (excluding the moved node)
-          const existingChildBlocks = Object.values(blocks).filter(
-            (b) => b.data?.parentId === potentialParentId && b.id !== node.id
-          )
+        const existingChildBlocks = Object.values(blocks)
+          .filter((b) => b.data?.parentId === potentialParentId && b.id !== node.id)
+          .map((b) => ({ id: b.id, type: b.type, position: b.position }))
 
-          if (existingChildBlocks.length > 0) {
-            // Connect from nearest existing child inside the container
-            const closestBlock = existingChildBlocks
-              .map((b) => ({
-                block: b,
-                distance: Math.sqrt(
-                  (b.position.x - relativePositionBefore.x) ** 2 +
-                    (b.position.y - relativePositionBefore.y) ** 2
-                ),
-              }))
-              .sort((a, b) => a.distance - b.distance)[0]?.block
+        const autoConnectEdge = tryCreateAutoConnectEdge(relativePositionBefore, node.id, {
+          blockType: node.data?.type || '',
+          targetParentId: potentialParentId,
+          existingChildBlocks,
+          containerId: potentialParentId,
+        })
 
-            if (closestBlock) {
-              const sourceHandle = determineSourceHandle({
-                id: closestBlock.id,
-                type: closestBlock.type,
-              })
-              edgesToAdd.push({
-                id: crypto.randomUUID(),
-                source: closestBlock.id,
-                target: node.id,
-                sourceHandle,
-                targetHandle: 'target',
-                type: 'workflowEdge',
-              })
-            }
-          } else {
-            // No children: connect from the container's start handle to the moved node
-            const containerNode = getNodes().find((n) => n.id === potentialParentId)
-            const startSourceHandle =
-              (containerNode?.data as any)?.kind === 'loop'
-                ? 'loop-start-source'
-                : 'parallel-start-source'
-
-            edgesToAdd.push({
-              id: crypto.randomUUID(),
-              source: potentialParentId,
-              target: node.id,
-              sourceHandle: startSourceHandle,
-              targetHandle: 'target',
-              type: 'workflowEdge',
-            })
-          }
-        }
+        const edgesToAdd: Edge[] = autoConnectEdge ? [autoConnectEdge] : []
 
         // Skip recording these edges separately since they're part of the parent update
         window.dispatchEvent(new CustomEvent('skip-edge-recording', { detail: { skip: true } }))
@@ -2114,7 +2108,7 @@ const WorkflowContent = React.memo(() => {
       updateNodeParent,
       collaborativeUpdateBlockPosition,
       addEdge,
-      determineSourceHandle,
+      tryCreateAutoConnectEdge,
       blocks,
       edgesForDisplay,
       removeEdgesForNode,
diff --git a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/api-keys/api-keys.tsx b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/api-keys/api-keys.tsx
index d7b5bfa69..bbe606381 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/api-keys/api-keys.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/api-keys/api-keys.tsx
@@ -490,6 +490,20 @@ export function ApiKeys({ onOpenChange, registerCloseHandler }: ApiKeysProps) {
                 <p className='font-medium text-[13px] text-[var(--text-secondary)]'>
                   Enter a name for your API key to help you identify it later.
                 </p>
+                {/* Hidden decoy fields to prevent browser autofill */}
+                <input
+                  type='text'
+                  name='fakeusernameremembered'
+                  autoComplete='username'
+                  style={{
+                    position: 'absolute',
+                    left: '-9999px',
+                    opacity: 0,
+                    pointerEvents: 'none',
+                  }}
+                  tabIndex={-1}
+                  readOnly
+                />
                 <EmcnInput
                   value={newKeyName}
                   onChange={(e) => {
@@ -499,6 +513,12 @@ export function ApiKeys({ onOpenChange, registerCloseHandler }: ApiKeysProps) {
                   placeholder='e.g., Development, Production'
                   className='h-9'
                   autoFocus
+                  name='api_key_label'
+                  autoComplete='off'
+                  autoCorrect='off'
+                  autoCapitalize='off'
+                  data-lpignore='true'
+                  data-form-type='other'
                 />
                 {createError && (
                   <p className='text-[11px] text-[var(--text-error)] leading-tight'>
diff --git a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/subscription/components/cancel-subscription/cancel-subscription.tsx b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/subscription/components/cancel-subscription/cancel-subscription.tsx
index 247d8a2e8..36a26b6a0 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/subscription/components/cancel-subscription/cancel-subscription.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/subscription/components/cancel-subscription/cancel-subscription.tsx
@@ -2,7 +2,15 @@
 
 import { useEffect, useState } from 'react'
 import { useQueryClient } from '@tanstack/react-query'
-import { Button, Modal, ModalBody, ModalContent, ModalFooter, ModalHeader } from '@/components/emcn'
+import {
+  Button,
+  Label,
+  Modal,
+  ModalBody,
+  ModalContent,
+  ModalFooter,
+  ModalHeader,
+} from '@/components/emcn'
 import { useSession, useSubscription } from '@/lib/auth/auth-client'
 import { getSubscriptionStatus } from '@/lib/billing/client/utils'
 import { cn } from '@/lib/core/utils/cn'
@@ -68,7 +76,6 @@ export function CancelSubscription({ subscription, subscriptionData }: CancelSub
 
       if (subscriptionStatus.isTeam && activeOrgId) {
         referenceId = activeOrgId
-        // Get subscription ID for team/enterprise
         subscriptionId = subData?.data?.id
       }
 
@@ -132,14 +139,12 @@ export function CancelSubscription({ subscription, subscriptionData }: CancelSub
           referenceId = activeOrgId
           subscriptionId = subData?.data?.id
         } else {
-          // For personal subscriptions, use user ID and let better-auth find the subscription
           referenceId = session.user.id
           subscriptionId = undefined
         }
 
         logger.info('Restoring subscription', { referenceId, subscriptionId })
 
-        // Build restore params - only include subscriptionId if we have one (team/enterprise)
         const restoreParams: any = { referenceId }
         if (subscriptionId) {
           restoreParams.subscriptionId = subscriptionId
@@ -150,7 +155,6 @@ export function CancelSubscription({ subscription, subscriptionData }: CancelSub
         logger.info('Subscription restored successfully', result)
       }
 
-      // Invalidate queries to refresh data
       await queryClient.invalidateQueries({ queryKey: subscriptionKeys.user() })
       if (activeOrgId) {
         await queryClient.invalidateQueries({ queryKey: organizationKeys.detail(activeOrgId) })
@@ -175,10 +179,8 @@ export function CancelSubscription({ subscription, subscriptionData }: CancelSub
     if (!date) return 'end of current billing period'
 
     try {
-      // Ensure we have a valid Date object
       const dateObj = date instanceof Date ? date : new Date(date)
 
-      // Check if the date is valid
       if (Number.isNaN(dateObj.getTime())) {
         return 'end of current billing period'
       }
@@ -196,20 +198,17 @@ export function CancelSubscription({ subscription, subscriptionData }: CancelSub
 
   const periodEndDate = getPeriodEndDate()
 
-  // Check if subscription is set to cancel at period end
   const isCancelAtPeriodEnd = subscriptionData?.cancelAtPeriodEnd === true
 
   return (
     <>
       <div className='flex items-center justify-between'>
-        <div>
-          <span className='font-medium text-[13px]'>
-            {isCancelAtPeriodEnd ? 'Restore Subscription' : 'Manage Subscription'}
-          </span>
+        <div className='flex flex-col gap-[2px]'>
+          <Label>{isCancelAtPeriodEnd ? 'Restore Subscription' : 'Manage Subscription'}</Label>
           {isCancelAtPeriodEnd && (
-            <p className='mt-1 text-[var(--text-muted)] text-xs'>
+            <span className='text-[12px] text-[var(--text-muted)]'>
               You'll keep access until {formatDate(periodEndDate)}
-            </p>
+            </span>
           )}
         </div>
         <Button
@@ -217,7 +216,7 @@ export function CancelSubscription({ subscription, subscriptionData }: CancelSub
           onClick={() => setIsDialogOpen(true)}
           disabled={isLoading}
           className={cn(
-            'h-8 rounded-[8px] font-medium text-xs',
+            'h-8 rounded-[8px] text-[13px]',
             error && 'border-[var(--text-error)] text-[var(--text-error)]'
           )}
         >
@@ -231,7 +230,7 @@ export function CancelSubscription({ subscription, subscriptionData }: CancelSub
             {isCancelAtPeriodEnd ? 'Restore' : 'Cancel'} {subscription.plan} Subscription
           </ModalHeader>
           <ModalBody>
-            <p className='text-[12px] text-[var(--text-tertiary)]'>
+            <p className='text-[12px] text-[var(--text-muted)]'>
               {isCancelAtPeriodEnd
                 ? 'Your subscription is set to cancel at the end of the billing period. Would you like to keep your subscription active?'
                 : `You'll be redirected to Stripe to manage your subscription. You'll keep access until ${formatDate(
@@ -244,8 +243,8 @@ export function CancelSubscription({ subscription, subscriptionData }: CancelSub
 
             {!isCancelAtPeriodEnd && (
               <div className='mt-3'>
-                <div className='rounded-[8px] bg-[var(--surface-3)] p-3 text-sm'>
-                  <ul className='space-y-1 text-[var(--text-muted)] text-xs'>
+                <div className='rounded-[8px] bg-[var(--surface-5)] p-3'>
+                  <ul className='space-y-1 text-[12px] text-[var(--text-muted)]'>
                     <li>• Keep all features until {formatDate(periodEndDate)}</li>
                     <li>• No more charges</li>
                     <li>• Data preserved</li>
diff --git a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/subscription/components/credit-balance/credit-balance.tsx b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/subscription/components/credit-balance/credit-balance.tsx
index 337df1f68..56d6058d0 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/subscription/components/credit-balance/credit-balance.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/subscription/components/credit-balance/credit-balance.tsx
@@ -4,7 +4,9 @@ import { useState } from 'react'
 import {
   Button,
   Input,
+  Label,
   Modal,
+  ModalBody,
   ModalClose,
   ModalContent,
   ModalFooter,
@@ -90,7 +92,6 @@ export function CreditBalance({
   const handleOpenChange = (open: boolean) => {
     setIsOpen(open)
     if (open) {
-      // Generate new requestId when modal opens - same ID used for entire session
       setRequestId(crypto.randomUUID())
     } else {
       setAmount('')
@@ -102,72 +103,66 @@ export function CreditBalance({
 
   return (
     <div className='flex items-center justify-between'>
-      <div className='flex items-center gap-2'>
-        <span className='text-muted-foreground text-sm'>Credit Balance</span>
-        <span className='font-medium text-sm'>{isLoading ? '...' : `$${balance.toFixed(2)}`}</span>
+      <div className='flex items-center gap-[8px]'>
+        <Label>Credit Balance</Label>
+        <span className='text-[13px] text-[var(--text-secondary)]'>
+          {isLoading ? '...' : `$${balance.toFixed(2)}`}
+        </span>
       </div>
 
       {canPurchase && (
         <Modal open={isOpen} onOpenChange={handleOpenChange}>
           <ModalTrigger asChild>
-            <Button variant='outline'>Add Credits</Button>
+            <Button variant='outline' className='h-8 rounded-[8px] text-[13px]'>
+              Add Credits
+            </Button>
           </ModalTrigger>
-          <ModalContent>
+          <ModalContent size='sm'>
             <ModalHeader>Add Credits</ModalHeader>
-            <div className='px-4'>
-              <p className='text-[13px] text-[var(--text-secondary)]'>
-                Credits are used before overage charges. Min $10, max $1,000.
-              </p>
-            </div>
-
-            {success ? (
-              <div className='py-4 text-center'>
-                <p className='text-[14px] text-[var(--text-primary)]'>
+            <ModalBody>
+              {success ? (
+                <p className='text-center text-[13px] text-[var(--text-primary)]'>
                   Credits added successfully!
                 </p>
-              </div>
-            ) : (
-              <div className='flex flex-col gap-3 py-2'>
-                <div className='flex flex-col gap-1'>
-                  <label
-                    htmlFor='credit-amount'
-                    className='text-[12px] text-[var(--text-secondary)]'
-                  >
-                    Amount (USD)
-                  </label>
-                  <div className='relative'>
-                    <span className='-translate-y-1/2 absolute top-1/2 left-3 text-[var(--text-secondary)]'>
-                      $
-                    </span>
-                    <Input
-                      id='credit-amount'
-                      type='text'
-                      inputMode='numeric'
-                      value={amount}
-                      onChange={(e) => handleAmountChange(e.target.value)}
-                      placeholder='50'
-                      className='pl-7'
-                      disabled={isPurchasing}
-                    />
-                  </div>
-                  {error && <span className='text-[11px] text-red-500'>{error}</span>}
-                </div>
-
-                <div className='rounded-[4px] bg-[var(--surface-5)] p-2'>
-                  <p className='text-[11px] text-[var(--text-tertiary)]'>
-                    Credits are non-refundable and don't expire. They'll be applied automatically to
-                    your {entityType === 'organization' ? 'team' : ''} usage.
+              ) : (
+                <>
+                  <p className='text-[12px] text-[var(--text-muted)]'>
+                    Credits are used before overage charges. Min $10, max $1,000.
                   </p>
-                </div>
-              </div>
-            )}
 
+                  <div className='mt-4 flex flex-col gap-[4px]'>
+                    <Label htmlFor='credit-amount'>Amount (USD)</Label>
+                    <div className='relative'>
+                      <span className='-translate-y-1/2 absolute top-1/2 left-3 text-[13px] text-[var(--text-secondary)]'>
+                        $
+                      </span>
+                      <Input
+                        id='credit-amount'
+                        type='text'
+                        inputMode='numeric'
+                        value={amount}
+                        onChange={(e) => handleAmountChange(e.target.value)}
+                        placeholder='50'
+                        className='pl-7'
+                        disabled={isPurchasing}
+                      />
+                    </div>
+                    {error && <span className='text-[12px] text-[var(--text-error)]'>{error}</span>}
+                  </div>
+
+                  <div className='mt-4 rounded-[6px] bg-[var(--surface-5)] p-3'>
+                    <p className='text-[12px] text-[var(--text-muted)]'>
+                      Credits are non-refundable and don't expire. They'll be applied automatically
+                      to your {entityType === 'organization' ? 'team' : ''} usage.
+                    </p>
+                  </div>
+                </>
+              )}
+            </ModalBody>
             {!success && (
               <ModalFooter>
                 <ModalClose asChild>
-                  <Button variant='ghost' disabled={isPurchasing}>
-                    Cancel
-                  </Button>
+                  <Button disabled={isPurchasing}>Cancel</Button>
                 </ModalClose>
                 <Button
                   variant='primary'
diff --git a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/subscription/components/plan-card/plan-card.tsx b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/subscription/components/plan-card/plan-card.tsx
index 1e5d1b64b..b82fe62e8 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/subscription/components/plan-card/plan-card.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/subscription/components/plan-card/plan-card.tsx
@@ -45,9 +45,9 @@ export function PlanCard({
     if (typeof price === 'string') {
       return (
         <>
-          <span className='font-semibold text-xl'>{price}</span>
+          <span className='font-semibold text-[20px]'>{price}</span>
           {priceSubtext && (
-            <span className='ml-1 text-[var(--text-muted)] text-xs'>{priceSubtext}</span>
+            <span className='ml-1 text-[12px] text-[var(--text-muted)]'>{priceSubtext}</span>
           )}
         </>
       )
@@ -58,13 +58,13 @@ export function PlanCard({
   const renderFeatures = () => {
     if (isHorizontal) {
       return (
-        <div className='mt-3 flex flex-wrap items-center gap-4'>
+        <div className='mt-3 flex flex-wrap items-center gap-3'>
           {features.map((feature, index) => (
-            <div key={`${feature.text}-${index}`} className='flex items-center gap-2 text-xs'>
-              <feature.icon className='h-3 w-3 flex-shrink-0 text-[var(--text-muted)]' />
-              <span className='text-[var(--text-muted)]'>{feature.text}</span>
+            <div key={`${feature.text}-${index}`} className='flex items-center gap-2 text-[12px]'>
+              <feature.icon className='h-3 w-3 flex-shrink-0 text-[var(--text-secondary)]' />
+              <span className='text-[var(--text-secondary)]'>{feature.text}</span>
               {index < features.length - 1 && (
-                <div className='ml-4 h-4 w-px bg-[var(--border)]' aria-hidden='true' />
+                <div className='ml-3 h-4 w-px bg-[var(--border)]' aria-hidden='true' />
               )}
             </div>
           ))}
@@ -75,12 +75,12 @@ export function PlanCard({
     return (
       <ul className='mb-4 flex-1 space-y-2'>
         {features.map((feature, index) => (
-          <li key={`${feature.text}-${index}`} className='flex items-start gap-2 text-xs'>
+          <li key={`${feature.text}-${index}`} className='flex items-start gap-2 text-[12px]'>
             <feature.icon
-              className='mt-0.5 h-3 w-3 flex-shrink-0 text-[var(--text-muted)]'
+              className='mt-0.5 h-3 w-3 flex-shrink-0 text-[var(--text-secondary)]'
               aria-hidden='true'
             />
-            <span className='text-[var(--text-muted)]'>{feature.text}</span>
+            <span className='text-[var(--text-secondary)]'>{feature.text}</span>
           </li>
         ))}
       </ul>
@@ -91,24 +91,24 @@ export function PlanCard({
     <article
       className={cn(
         'relative flex rounded-[8px] border p-4 transition-colors hover:border-[var(--border-hover)]',
-        isHorizontal ? 'flex-row items-center justify-between' : 'flex-col',
+        isHorizontal ? 'flex-row items-center justify-between gap-6' : 'flex-col',
         className
       )}
     >
-      <header className={isHorizontal ? undefined : 'mb-4'}>
-        <h3 className='mb-2 font-semibold text-sm'>{name}</h3>
+      <header className={isHorizontal ? 'flex-1' : 'mb-4'}>
+        <h3 className='mb-2 font-semibold text-[14px]'>{name}</h3>
         <div className='flex items-baseline'>{renderPrice()}</div>
         {isHorizontal && renderFeatures()}
       </header>
 
       {!isHorizontal && renderFeatures()}
 
-      <div className={isHorizontal ? 'ml-auto' : undefined}>
+      <div className={isHorizontal ? 'flex-shrink-0' : undefined}>
         <Button
           onClick={onButtonClick}
           className={cn(
-            'h-9 rounded-[8px] text-xs',
-            isHorizontal ? 'px-4' : 'w-full',
+            'h-9 rounded-[8px] text-[13px]',
+            isHorizontal ? 'min-w-[100px] px-6' : 'w-full',
             isError && 'border-[var(--text-error)] text-[var(--text-error)]'
           )}
           variant='outline'
diff --git a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/subscription/subscription.tsx b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/subscription/subscription.tsx
index 03937352b..b5b04d17a 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/subscription/subscription.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/subscription/subscription.tsx
@@ -1,17 +1,17 @@
 'use client'
 import { useCallback, useEffect, useRef, useState } from 'react'
+import { ChevronDown } from 'lucide-react'
 import { useParams } from 'next/navigation'
-import { Switch } from '@/components/emcn'
-import { Skeleton } from '@/components/ui'
 import {
-  Select,
-  SelectContent,
-  SelectGroup,
-  SelectItem,
-  SelectLabel,
-  SelectTrigger,
-  SelectValue,
-} from '@/components/ui/select'
+  Label,
+  Popover,
+  PopoverContent,
+  PopoverItem,
+  PopoverSection,
+  PopoverTrigger,
+  Switch,
+} from '@/components/emcn'
+import { Skeleton } from '@/components/ui'
 import { useSession } from '@/lib/auth/auth-client'
 import { useSubscriptionUpgrade } from '@/lib/billing/client/upgrade'
 import { cn } from '@/lib/core/utils/cn'
@@ -270,7 +270,6 @@ export function Subscription() {
     }
   )
 
-  // UI state computed values
   const showBadge = permissions.canEditUsageLimit && !permissions.showTeamMemberView
   const badgeText = subscription.isFree ? 'Upgrade' : 'Increase Limit'
 
@@ -333,7 +332,7 @@ export function Subscription() {
             <PlanCard
               key='enterprise'
               name='Enterprise'
-              price={<span className='font-semibold text-xl'>Custom</span>}
+              price={<span className='font-semibold text-[20px]'>Custom</span>}
               priceSubtext={
                 layout === 'horizontal'
                   ? 'Custom solutions tailored to your enterprise needs'
@@ -458,7 +457,7 @@ export function Subscription() {
       {/* Enterprise Usage Limit Notice */}
       {subscription.isEnterprise && (
         <div className='text-center'>
-          <p className='text-[var(--text-muted)] text-xs'>
+          <p className='text-[12px] text-[var(--text-muted)]'>
             Contact enterprise for support usage limit changes
           </p>
         </div>
@@ -467,7 +466,7 @@ export function Subscription() {
       {/* Team Member Notice */}
       {permissions.showTeamMemberView && (
         <div className='text-center'>
-          <p className='text-[var(--text-muted)] text-xs'>
+          <p className='text-[12px] text-[var(--text-muted)]'>
             Contact your team admin to increase limits
           </p>
         </div>
@@ -534,72 +533,78 @@ export function Subscription() {
       {/* Next Billing Date */}
       {subscription.isPaid && subscriptionData?.data?.periodEnd && (
         <div className='flex items-center justify-between'>
-          <span className='font-medium text-[13px]'>Next Billing Date</span>
-          <span className='text-[13px] text-[var(--text-muted)]'>
+          <Label>Next Billing Date</Label>
+          <span className='text-[13px] text-[var(--text-secondary)]'>
             {new Date(subscriptionData.data.periodEnd).toLocaleDateString()}
           </span>
         </div>
       )}
 
-      {/* Billing usage notifications toggle */}
+      {/* Usage notifications */}
       {subscription.isPaid && <BillingUsageNotificationsToggle />}
 
       {/* Cancel Subscription */}
       {permissions.canCancelSubscription && (
-        <div className='mt-[8px]'>
-          <CancelSubscription
-            subscription={{
-              plan: subscription.plan,
-              status: subscription.status,
-              isPaid: subscription.isPaid,
-            }}
-            subscriptionData={{
-              periodEnd: subscriptionData?.data?.periodEnd || null,
-              cancelAtPeriodEnd: subscriptionData?.data?.cancelAtPeriodEnd,
-            }}
-          />
-        </div>
+        <CancelSubscription
+          subscription={{
+            plan: subscription.plan,
+            status: subscription.status,
+            isPaid: subscription.isPaid,
+          }}
+          subscriptionData={{
+            periodEnd: subscriptionData?.data?.periodEnd || null,
+            cancelAtPeriodEnd: subscriptionData?.data?.cancelAtPeriodEnd,
+          }}
+        />
       )}
 
-      {/* Workspace API Billing Settings */}
+      {/* Billed Account for Workspace */}
       {canManageWorkspaceKeys && (
-        <div className='mt-[24px] flex items-center justify-between'>
-          <span className='font-medium text-[13px]'>Billed Account for Workspace</span>
+        <div className='flex items-center justify-between'>
+          <Label>Billed Account for Workspace</Label>
           {isWorkspaceLoading ? (
             <Skeleton className='h-8 w-[200px] rounded-[6px]' />
           ) : workspaceAdmins.length === 0 ? (
-            <div className='rounded-[6px] border border-dashed px-3 py-1.5 text-[var(--text-muted)] text-xs'>
+            <div className='rounded-[6px] border border-dashed px-3 py-1.5 text-[12px] text-[var(--text-muted)]'>
               No admin members available
             </div>
           ) : (
-            <Select
-              value={billedAccountUserId ?? ''}
-              onValueChange={async (value) => {
-                if (value === billedAccountUserId) return
-                try {
-                  await updateWorkspaceSettings({ billedAccountUserId: value })
-                } catch (error) {
-                  // Error is already logged in updateWorkspaceSettings
-                }
-              }}
-              disabled={!canManageWorkspaceKeys || updateWorkspaceMutation.isPending}
-            >
-              <SelectTrigger className='h-8 w-[200px] justify-between text-left text-xs'>
-                <SelectValue placeholder='Select admin' />
-              </SelectTrigger>
-              <SelectContent align='start' className='z-[10000050]'>
-                <SelectGroup>
-                  <SelectLabel className='px-3 py-1 text-[11px] text-[var(--text-muted)] uppercase'>
-                    Workspace admins
-                  </SelectLabel>
-                  {workspaceAdmins.map((admin: any) => (
-                    <SelectItem key={admin.userId} value={admin.userId} className='py-1 text-xs'>
-                      {admin.email}
-                    </SelectItem>
-                  ))}
-                </SelectGroup>
-              </SelectContent>
-            </Select>
+            <Popover>
+              <PopoverTrigger asChild>
+                <button
+                  className='flex h-8 w-[200px] items-center justify-between gap-2 rounded-[6px] border border-[var(--border)] bg-transparent px-3 text-left text-[13px] transition-colors hover:bg-[var(--surface-3)] disabled:pointer-events-none disabled:opacity-50'
+                  disabled={!canManageWorkspaceKeys || updateWorkspaceMutation.isPending}
+                >
+                  <span className='flex-1 truncate text-[var(--text-primary)]'>
+                    {billedAccountUserId
+                      ? workspaceAdmins.find((admin: any) => admin.userId === billedAccountUserId)
+                          ?.email || 'Select admin'
+                      : 'Select admin'}
+                  </span>
+                  <ChevronDown className='h-3 w-3 shrink-0 text-[var(--text-secondary)]' />
+                </button>
+              </PopoverTrigger>
+              <PopoverContent align='end' minWidth={200} border>
+                <PopoverSection>Workspace admins</PopoverSection>
+                {workspaceAdmins.map((admin: any) => (
+                  <PopoverItem
+                    key={admin.userId}
+                    active={billedAccountUserId === admin.userId}
+                    showCheck
+                    onClick={async () => {
+                      if (admin.userId === billedAccountUserId) return
+                      try {
+                        await updateWorkspaceSettings({ billedAccountUserId: admin.userId })
+                      } catch (error) {
+                        // Error is already logged in updateWorkspaceSettings
+                      }
+                    }}
+                  >
+                    <span className='flex-1 truncate'>{admin.email}</span>
+                  </PopoverItem>
+                ))}
+              </PopoverContent>
+            </Popover>
           )}
         </div>
       )}
@@ -614,11 +619,14 @@ function BillingUsageNotificationsToggle() {
 
   return (
     <div className='flex items-center justify-between'>
-      <div className='flex flex-col'>
-        <span className='font-medium text-[13px]'>Usage notifications</span>
-        <span className='text-[var(--text-muted)] text-xs'>Email me when I reach 80% usage</span>
+      <div className='flex flex-col gap-[2px]'>
+        <Label htmlFor='usage-notifications'>Usage notifications</Label>
+        <span className='text-[12px] text-[var(--text-muted)]'>
+          Email me when I reach 80% usage
+        </span>
       </div>
       <Switch
+        id='usage-notifications'
         checked={!!enabled}
         disabled={isLoading}
         onCheckedChange={(v: boolean) => {
diff --git a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/team-management/components/member-invitation-card/member-invitation-card.tsx b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/team-management/components/member-invitation-card/member-invitation-card.tsx
index 4285142fe..15b36fffb 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/team-management/components/member-invitation-card/member-invitation-card.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/team-management/components/member-invitation-card/member-invitation-card.tsx
@@ -141,12 +141,37 @@ export function MemberInvitationCard({
         {/* Main invitation input */}
         <div className='flex items-start gap-2'>
           <div className='flex-1'>
+            {/* Hidden decoy fields to prevent browser autofill */}
+            <input
+              type='text'
+              name='fakeusernameremembered'
+              autoComplete='username'
+              style={{ position: 'absolute', left: '-9999px', opacity: 0, pointerEvents: 'none' }}
+              tabIndex={-1}
+              readOnly
+            />
+            <input
+              type='email'
+              name='fakeemailremembered'
+              autoComplete='email'
+              style={{ position: 'absolute', left: '-9999px', opacity: 0, pointerEvents: 'none' }}
+              tabIndex={-1}
+              readOnly
+            />
             <Input
               placeholder='Enter email address'
               value={inviteEmail}
               onChange={handleEmailChange}
               disabled={isInviting || !hasAvailableSeats}
               className={cn(emailError && 'border-red-500 focus-visible:ring-red-500')}
+              name='member_invite_field'
+              autoComplete='off'
+              autoCorrect='off'
+              autoCapitalize='off'
+              spellCheck={false}
+              data-lpignore='true'
+              data-form-type='other'
+              aria-autocomplete='none'
             />
             {emailError && (
               <p className='mt-1 text-[#DC2626] text-[11px] leading-tight dark:text-[#F87171]'>
diff --git a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/team-management/components/no-organization-view/no-organization-view.tsx b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/team-management/components/no-organization-view/no-organization-view.tsx
index 40e1754c8..582ca27d3 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/team-management/components/no-organization-view/no-organization-view.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/team-management/components/no-organization-view/no-organization-view.tsx
@@ -55,16 +55,31 @@ export function NoOrganizationView({
 
           {/* Form fields - clean layout without card */}
           <div className='space-y-4'>
+            {/* Hidden decoy field to prevent browser autofill */}
+            <input
+              type='text'
+              name='fakeusernameremembered'
+              autoComplete='username'
+              style={{ position: 'absolute', left: '-9999px', opacity: 0, pointerEvents: 'none' }}
+              tabIndex={-1}
+              readOnly
+            />
             <div>
-              <Label htmlFor='orgName' className='font-medium text-[13px]'>
+              <Label htmlFor='team-name-field' className='font-medium text-[13px]'>
                 Team Name
               </Label>
               <Input
-                id='orgName'
+                id='team-name-field'
                 value={orgName}
                 onChange={onOrgNameChange}
                 placeholder='My Team'
                 className='mt-1'
+                name='team_name_field'
+                autoComplete='off'
+                autoCorrect='off'
+                autoCapitalize='off'
+                data-lpignore='true'
+                data-form-type='other'
               />
             </div>
 
@@ -116,31 +131,52 @@ export function NoOrganizationView({
             </ModalHeader>
 
             <div className='space-y-4'>
+              {/* Hidden decoy field to prevent browser autofill */}
+              <input
+                type='text'
+                name='fakeusernameremembered'
+                autoComplete='username'
+                style={{ position: 'absolute', left: '-9999px', opacity: 0, pointerEvents: 'none' }}
+                tabIndex={-1}
+                readOnly
+              />
               <div>
-                <Label htmlFor='org-name' className='font-medium text-[13px]'>
+                <Label htmlFor='org-name-field' className='font-medium text-[13px]'>
                   Organization Name
                 </Label>
                 <Input
-                  id='org-name'
+                  id='org-name-field'
                   placeholder='Enter organization name'
                   value={orgName}
                   onChange={onOrgNameChange}
                   disabled={isCreatingOrg}
                   className='mt-1'
+                  name='org_name_field'
+                  autoComplete='off'
+                  autoCorrect='off'
+                  autoCapitalize='off'
+                  data-lpignore='true'
+                  data-form-type='other'
                 />
               </div>
 
               <div>
-                <Label htmlFor='org-slug' className='font-medium text-[13px]'>
+                <Label htmlFor='org-slug-field' className='font-medium text-[13px]'>
                   Organization Slug
                 </Label>
                 <Input
-                  id='org-slug'
+                  id='org-slug-field'
                   placeholder='organization-slug'
                   value={orgSlug}
                   onChange={(e) => setOrgSlug(e.target.value)}
                   disabled={isCreatingOrg}
                   className='mt-1'
+                  name='org_slug_field'
+                  autoComplete='off'
+                  autoCorrect='off'
+                  autoCapitalize='off'
+                  data-lpignore='true'
+                  data-form-type='other'
                 />
               </div>
             </div>
diff --git a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/team-management/components/team-members/team-members.tsx b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/team-management/components/team-members/team-members.tsx
index da8d69355..3a3a4e53c 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/team-management/components/team-members/team-members.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/team-management/components/team-members/team-members.tsx
@@ -154,7 +154,7 @@ export function TeamMembers({
       <div className='space-y-4'>
         {teamItems.map((item) => (
           <div key={item.id} className='flex items-center justify-between'>
-            {/* Member info */}
+            {/* Left section: Avatar + Name/Role + Action buttons */}
             <div className='flex flex-1 items-center gap-3'>
               {/* Avatar */}
               <UserAvatar
@@ -165,7 +165,7 @@ export function TeamMembers({
               />
 
               {/* Name and email */}
-              <div className='min-w-0 flex-1'>
+              <div className='min-w-0'>
                 <div className='flex items-center gap-2'>
                   <span className='truncate font-medium text-sm'>{item.name}</span>
                   {item.type === 'member' && (
@@ -188,51 +188,50 @@ export function TeamMembers({
                 <div className='truncate text-[var(--text-muted)] text-xs'>{item.email}</div>
               </div>
 
-              {/* Usage stats - matching subscription layout */}
+              {/* Action buttons */}
               {isAdminOrOwner && (
-                <div className='hidden items-center text-xs tabular-nums sm:flex'>
-                  <div className='text-center'>
-                    <div className='text-[var(--text-muted)]'>Usage</div>
-                    <div className='font-medium'>
-                      {isLoadingUsage && item.type === 'member' ? (
-                        <span className='inline-block h-3 w-12 animate-pulse rounded bg-[var(--surface-3)]' />
-                      ) : (
-                        item.usage
-                      )}
-                    </div>
-                  </div>
+                <>
+                  {/* Admin/Owner can remove other members */}
+                  {item.type === 'member' &&
+                    item.role !== 'owner' &&
+                    item.email !== currentUserEmail && (
+                      <Button
+                        variant='ghost'
+                        onClick={() => onRemoveMember(item.member)}
+                        className='h-8 text-[var(--text-muted)] hover:text-[var(--text-primary)]'
+                      >
+                        Remove
+                      </Button>
+                    )}
+
+                  {/* Admin can cancel invitations */}
+                  {item.type === 'invitation' && (
+                    <Button
+                      variant='ghost'
+                      onClick={() => handleCancelInvitation(item.invitation.id)}
+                      disabled={cancellingInvitations.has(item.invitation.id)}
+                      className='h-8 text-[var(--text-muted)] hover:text-[var(--text-primary)]'
+                    >
+                      {cancellingInvitations.has(item.invitation.id) ? 'Cancelling...' : 'Cancel'}
+                    </Button>
+                  )}
+                </>
+              )}
+            </div>
+
+            {/* Right section: Usage column (right-aligned) */}
+            {isAdminOrOwner && (
+              <div className='ml-4 flex flex-col items-end'>
+                <div className='text-[var(--text-muted)] text-xs'>Usage</div>
+                <div className='font-medium text-xs tabular-nums'>
+                  {isLoadingUsage && item.type === 'member' ? (
+                    <span className='inline-block h-3 w-12 animate-pulse rounded bg-[var(--surface-3)]' />
+                  ) : (
+                    item.usage
+                  )}
                 </div>
-              )}
-            </div>
-
-            {/* Actions */}
-            <div className='ml-4 flex gap-1'>
-              {/* Admin/Owner can remove other members */}
-              {isAdminOrOwner &&
-                item.type === 'member' &&
-                item.role !== 'owner' &&
-                item.email !== currentUserEmail && (
-                  <Button
-                    variant='ghost'
-                    onClick={() => onRemoveMember(item.member)}
-                    className='h-8 text-[var(--text-muted)] hover:text-[var(--text-primary)]'
-                  >
-                    Remove
-                  </Button>
-                )}
-
-              {/* Admin can cancel invitations */}
-              {isAdminOrOwner && item.type === 'invitation' && (
-                <Button
-                  variant='ghost'
-                  onClick={() => handleCancelInvitation(item.invitation.id)}
-                  disabled={cancellingInvitations.has(item.invitation.id)}
-                  className='h-8 text-[var(--text-muted)] hover:text-[var(--text-primary)]'
-                >
-                  {cancellingInvitations.has(item.invitation.id) ? 'Cancelling...' : 'Cancel'}
-                </Button>
-              )}
-            </div>
+              </div>
+            )}
           </div>
         ))}
       </div>
diff --git a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/team-management/components/team-seats/team-seats.tsx b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/team-management/components/team-seats/team-seats.tsx
index 06809f411..83442f724 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/team-management/components/team-seats/team-seats.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/team-management/components/team-seats/team-seats.tsx
@@ -5,11 +5,10 @@ import {
   type ComboboxOption,
   Label,
   Modal,
+  ModalBody,
   ModalContent,
-  ModalDescription,
   ModalFooter,
   ModalHeader,
-  ModalTitle,
   Tooltip,
 } from '@/components/emcn'
 import { DEFAULT_TEAM_TIER_COST_LIMIT } from '@/lib/billing/constants'
@@ -55,50 +54,53 @@ export function TeamSeats({
   const totalMonthlyCost = selectedSeats * costPerSeat
   const costChange = currentSeats ? (selectedSeats - currentSeats) * costPerSeat : 0
 
-  const handleConfirm = async () => {
-    await onConfirm(selectedSeats)
-  }
-
   const seatOptions: ComboboxOption[] = [1, 2, 3, 4, 5, 10, 15, 20, 25, 30, 40, 50].map((num) => ({
     value: num.toString(),
-    label: `${num} ${num === 1 ? 'seat' : 'seats'} ($${num * costPerSeat}/month)`,
+    label: `${num} ${num === 1 ? 'seat' : 'seats'}`,
   }))
 
   return (
     <Modal open={open} onOpenChange={onOpenChange}>
-      <ModalContent>
-        <ModalHeader>
-          <ModalTitle>{title}</ModalTitle>
-          <ModalDescription>{description}</ModalDescription>
-        </ModalHeader>
+      <ModalContent size='sm'>
+        <ModalHeader>{title}</ModalHeader>
+        <ModalBody>
+          <p className='text-[12px] text-[var(--text-muted)]'>{description}</p>
 
-        <div className='py-4'>
-          <Label htmlFor='seats'>Number of seats</Label>
-          <Combobox
-            options={seatOptions}
-            value={selectedSeats.toString()}
-            onChange={(value) => setSelectedSeats(Number.parseInt(value))}
-            placeholder='Select number of seats'
-          />
+          <div className='mt-4 flex flex-col gap-[4px]'>
+            <Label htmlFor='seats'>Number of seats</Label>
+            <Combobox
+              options={seatOptions}
+              value={selectedSeats > 0 ? selectedSeats.toString() : ''}
+              onChange={(value) => {
+                const num = Number.parseInt(value, 10)
+                if (!Number.isNaN(num) && num > 0) {
+                  setSelectedSeats(num)
+                }
+              }}
+              placeholder='Select or enter number of seats'
+              editable
+              disabled={isLoading}
+            />
+          </div>
 
-          <p className='mt-2 text-[var(--text-muted)] text-sm'>
+          <p className='mt-3 text-[12px] text-[var(--text-muted)]'>
             Your team will have {selectedSeats} {selectedSeats === 1 ? 'seat' : 'seats'} with a
             total of ${totalMonthlyCost} inference credits per month.
           </p>
 
           {showCostBreakdown && currentSeats !== undefined && (
-            <div className='mt-3 rounded-[8px] bg-[var(--surface-3)] p-3'>
-              <div className='flex justify-between text-sm'>
+            <div className='mt-4 rounded-[6px] bg-[var(--surface-5)] p-3'>
+              <div className='flex justify-between text-[12px]'>
                 <span className='text-[var(--text-muted)]'>Current seats:</span>
-                <span>{currentSeats}</span>
+                <span className='text-[var(--text-primary)]'>{currentSeats}</span>
               </div>
-              <div className='flex justify-between text-sm'>
+              <div className='mt-2 flex justify-between text-[12px]'>
                 <span className='text-[var(--text-muted)]'>New seats:</span>
-                <span>{selectedSeats}</span>
+                <span className='text-[var(--text-primary)]'>{selectedSeats}</span>
               </div>
-              <div className='mt-2 flex justify-between border-t pt-2 font-medium text-sm'>
-                <span className='text-[var(--text-muted)]'>Monthly cost change:</span>
-                <span>
+              <div className='mt-3 flex justify-between border-[var(--border)] border-t pt-3 text-[12px]'>
+                <span className='font-medium text-[var(--text-primary)]'>Monthly cost change:</span>
+                <span className='font-medium text-[var(--text-primary)]'>
                   {costChange > 0 ? '+' : ''}${costChange}
                 </span>
               </div>
@@ -106,19 +108,14 @@ export function TeamSeats({
           )}
 
           {error && (
-            <p className='mt-3 text-[#DC2626] text-[11px] leading-tight dark:text-[#F87171]'>
+            <p className='mt-3 text-[12px] text-[var(--text-error)]'>
               {error instanceof Error && error.message ? error.message : String(error)}
             </p>
           )}
-        </div>
+        </ModalBody>
 
         <ModalFooter>
-          <Button
-            variant='outline'
-            onClick={() => onOpenChange(false)}
-            disabled={isLoading}
-            className='h-[32px] px-[12px]'
-          >
+          <Button onClick={() => onOpenChange(false)} disabled={isLoading}>
             Cancel
           </Button>
 
@@ -127,22 +124,15 @@ export function TeamSeats({
               <span>
                 <Button
                   variant='primary'
-                  onClick={handleConfirm}
+                  onClick={() => onConfirm(selectedSeats)}
                   disabled={
                     isLoading ||
+                    selectedSeats < 1 ||
                     (showCostBreakdown && selectedSeats === currentSeats) ||
                     isCancelledAtPeriodEnd
                   }
-                  className='h-[32px] px-[12px]'
                 >
-                  {isLoading ? (
-                    <div className='flex items-center space-x-2'>
-                      <div className='h-4 w-4 animate-spin rounded-full border-2 border-current border-b-transparent' />
-                      <span>Loading...</span>
-                    </div>
-                  ) : (
-                    <span>{confirmButtonText}</span>
-                  )}
+                  {isLoading ? 'Updating...' : confirmButtonText}
                 </Button>
               </span>
             </Tooltip.Trigger>
diff --git a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/template-profile/template-profile.tsx b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/template-profile/template-profile.tsx
index 1b955bbb6..882e59f42 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/template-profile/template-profile.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/settings-modal/components/template-profile/template-profile.tsx
@@ -390,11 +390,26 @@ export function TemplateProfile() {
                   disabled={isUploadingProfilePicture}
                 />
               </div>
+              {/* Hidden decoy field to prevent browser autofill */}
+              <input
+                type='text'
+                name='fakeusernameremembered'
+                autoComplete='username'
+                style={{ position: 'absolute', left: '-9999px', opacity: 0, pointerEvents: 'none' }}
+                tabIndex={-1}
+                readOnly
+              />
               <Input
                 placeholder='Name'
                 value={formData.name}
                 onChange={(e) => updateField('name', e.target.value)}
                 className='h-9 flex-1'
+                name='profile_display_name'
+                autoComplete='off'
+                autoCorrect='off'
+                autoCapitalize='off'
+                data-lpignore='true'
+                data-form-type='other'
               />
             </div>
             {uploadError && <p className='text-[12px] text-[var(--text-error)]'>{uploadError}</p>}
diff --git a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/workflow-list/components/folder-item/folder-item.tsx b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/workflow-list/components/folder-item/folder-item.tsx
index c1a87b63e..f29103dd5 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/workflow-list/components/folder-item/folder-item.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/workflow-list/components/folder-item/folder-item.tsx
@@ -1,6 +1,6 @@
 'use client'
 
-import { useCallback, useState } from 'react'
+import { useCallback, useMemo, useState } from 'react'
 import clsx from 'clsx'
 import { ChevronRight, Folder, FolderOpen } from 'lucide-react'
 import { useParams, useRouter } from 'next/navigation'
@@ -15,7 +15,11 @@ import {
   useItemRename,
 } from '@/app/workspace/[workspaceId]/w/components/sidebar/hooks'
 import { SIDEBAR_SCROLL_EVENT } from '@/app/workspace/[workspaceId]/w/components/sidebar/sidebar'
-import { useDeleteFolder, useDuplicateFolder } from '@/app/workspace/[workspaceId]/w/hooks'
+import {
+  useCanDelete,
+  useDeleteFolder,
+  useDuplicateFolder,
+} from '@/app/workspace/[workspaceId]/w/hooks'
 import { useCreateFolder, useUpdateFolder } from '@/hooks/queries/folders'
 import { useCreateWorkflow } from '@/hooks/queries/workflows'
 import type { FolderTreeNode } from '@/stores/folders/store'
@@ -52,6 +56,9 @@ export function FolderItem({ folder, level, hoverHandlers }: FolderItemProps) {
   const createFolderMutation = useCreateFolder()
   const userPermissions = useUserPermissionsContext()
 
+  const { canDeleteFolder } = useCanDelete({ workspaceId })
+  const canDelete = useMemo(() => canDeleteFolder(folder.id), [canDeleteFolder, folder.id])
+
   // Delete modal state
   const [isDeleteModalOpen, setIsDeleteModalOpen] = useState(false)
 
@@ -316,7 +323,7 @@ export function FolderItem({ folder, level, hoverHandlers }: FolderItemProps) {
         disableCreate={!userPermissions.canEdit || createWorkflowMutation.isPending}
         disableCreateFolder={!userPermissions.canEdit || createFolderMutation.isPending}
         disableDuplicate={!userPermissions.canEdit}
-        disableDelete={!userPermissions.canEdit}
+        disableDelete={!userPermissions.canEdit || !canDelete}
       />
 
       {/* Delete Modal */}
diff --git a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/workflow-list/components/workflow-item/workflow-item.tsx b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/workflow-list/components/workflow-item/workflow-item.tsx
index a4018c63d..ceeab77d1 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/workflow-list/components/workflow-item/workflow-item.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/workflow-list/components/workflow-item/workflow-item.tsx
@@ -14,6 +14,7 @@ import {
   useItemRename,
 } from '@/app/workspace/[workspaceId]/w/components/sidebar/hooks'
 import {
+  useCanDelete,
   useDeleteWorkflow,
   useDuplicateWorkflow,
   useExportWorkflow,
@@ -44,10 +45,14 @@ export function WorkflowItem({ workflow, active, level, onWorkflowClick }: Workf
   const userPermissions = useUserPermissionsContext()
   const isSelected = selectedWorkflows.has(workflow.id)
 
+  // Can delete check hook
+  const { canDeleteWorkflows } = useCanDelete({ workspaceId })
+
   // Delete modal state
   const [isDeleteModalOpen, setIsDeleteModalOpen] = useState(false)
   const [workflowIdsToDelete, setWorkflowIdsToDelete] = useState<string[]>([])
   const [deleteModalNames, setDeleteModalNames] = useState<string | string[]>('')
+  const [canDeleteCaptured, setCanDeleteCaptured] = useState(true)
 
   // Presence avatars state
   const [hasAvatars, setHasAvatars] = useState(false)
@@ -172,10 +177,13 @@ export function WorkflowItem({ workflow, active, level, onWorkflowClick }: Workf
         workflowNames: workflowNames.length > 1 ? workflowNames : workflowNames[0],
       }
 
+      // Check if the captured selection can be deleted
+      setCanDeleteCaptured(canDeleteWorkflows(workflowIds))
+
       // If already selected with multiple selections, keep all selections
       handleContextMenuBase(e)
     },
-    [workflow.id, workflows, handleContextMenuBase]
+    [workflow.id, workflows, handleContextMenuBase, canDeleteWorkflows]
   )
 
   // Rename hook
@@ -319,7 +327,7 @@ export function WorkflowItem({ workflow, active, level, onWorkflowClick }: Workf
         disableRename={!userPermissions.canEdit}
         disableDuplicate={!userPermissions.canEdit}
         disableExport={!userPermissions.canEdit}
-        disableDelete={!userPermissions.canEdit}
+        disableDelete={!userPermissions.canEdit || !canDeleteCaptured}
       />
 
       {/* Delete Confirmation Modal */}
diff --git a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/workspace-header/components/invite-modal/invite-modal.tsx b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/workspace-header/components/invite-modal/invite-modal.tsx
index a4749cde7..3aaba70b4 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/workspace-header/components/invite-modal/invite-modal.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/workspace-header/components/invite-modal/invite-modal.tsx
@@ -677,16 +677,48 @@ export function InviteModal({ open, onOpenChange, workspaceName }: InviteModalPr
       <ModalContent className='w-[500px]'>
         <ModalHeader>Invite members to {workspaceName || 'Workspace'}</ModalHeader>
 
-        <form ref={formRef} onSubmit={handleSubmit} className='flex min-h-0 flex-1 flex-col'>
+        <form
+          ref={formRef}
+          onSubmit={handleSubmit}
+          className='flex min-h-0 flex-1 flex-col'
+          autoComplete='off'
+        >
           <ModalBody>
             <div className='space-y-[12px]'>
               <div>
                 <Label
-                  htmlFor='emails'
+                  htmlFor='invite-field'
                   className='mb-[6.5px] block pl-[2px] font-medium text-[13px] text-[var(--text-primary)]'
                 >
                   Email Addresses
                 </Label>
+                {/* Hidden decoy fields to prevent browser autofill */}
+                <input
+                  type='text'
+                  name='fakeusernameremembered'
+                  autoComplete='username'
+                  style={{
+                    position: 'absolute',
+                    left: '-9999px',
+                    opacity: 0,
+                    pointerEvents: 'none',
+                  }}
+                  tabIndex={-1}
+                  readOnly
+                />
+                <input
+                  type='email'
+                  name='fakeemailremembered'
+                  autoComplete='email'
+                  style={{
+                    position: 'absolute',
+                    left: '-9999px',
+                    opacity: 0,
+                    pointerEvents: 'none',
+                  }}
+                  tabIndex={-1}
+                  readOnly
+                />
                 <div className='scrollbar-hide flex max-h-32 min-h-9 flex-wrap items-center gap-x-[8px] gap-y-[4px] overflow-y-auto rounded-[4px] border border-[var(--surface-11)] bg-[var(--surface-6)] px-[6px] py-[4px] focus-within:outline-none dark:bg-[var(--surface-9)]'>
                   {invalidEmails.map((email, index) => (
                     <EmailTag
@@ -706,7 +738,8 @@ export function InviteModal({ open, onOpenChange, workspaceName }: InviteModalPr
                     />
                   ))}
                   <Input
-                    id='emails'
+                    id='invite-field'
+                    name='invite_search_field'
                     type='text'
                     value={inputValue}
                     onChange={(e) => setInputValue(e.target.value)}
@@ -726,6 +759,13 @@ export function InviteModal({ open, onOpenChange, workspaceName }: InviteModalPr
                     )}
                     autoFocus={userPerms.canAdmin}
                     disabled={isSubmitting || !userPerms.canAdmin}
+                    autoComplete='off'
+                    autoCorrect='off'
+                    autoCapitalize='off'
+                    spellCheck={false}
+                    data-lpignore='true'
+                    data-form-type='other'
+                    aria-autocomplete='none'
                   />
                 </div>
               </div>
diff --git a/apps/sim/app/workspace/[workspaceId]/w/hooks/index.ts b/apps/sim/app/workspace/[workspaceId]/w/hooks/index.ts
index 5b4c1153a..1ebc8bfbf 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/hooks/index.ts
+++ b/apps/sim/app/workspace/[workspaceId]/w/hooks/index.ts
@@ -1,3 +1,4 @@
+export { useCanDelete } from './use-can-delete'
 export { useDeleteFolder } from './use-delete-folder'
 export { useDeleteWorkflow } from './use-delete-workflow'
 export { useDuplicateFolder } from './use-duplicate-folder'
diff --git a/apps/sim/app/workspace/[workspaceId]/w/hooks/use-can-delete.ts b/apps/sim/app/workspace/[workspaceId]/w/hooks/use-can-delete.ts
new file mode 100644
index 000000000..f206fa90c
--- /dev/null
+++ b/apps/sim/app/workspace/[workspaceId]/w/hooks/use-can-delete.ts
@@ -0,0 +1,130 @@
+import { useCallback, useMemo } from 'react'
+import { useFolderStore } from '@/stores/folders/store'
+import { useWorkflowRegistry } from '@/stores/workflows/registry/store'
+
+interface UseCanDeleteProps {
+  /**
+   * Current workspace ID
+   */
+  workspaceId: string
+}
+
+interface UseCanDeleteReturn {
+  /**
+   * Checks if the given workflow IDs can be deleted.
+   * Returns false if deleting them would leave no workflows in the workspace.
+   */
+  canDeleteWorkflows: (workflowIds: string[]) => boolean
+  /**
+   * Checks if the given folder can be deleted.
+   * Returns false if deleting it would leave no workflows in the workspace.
+   */
+  canDeleteFolder: (folderId: string) => boolean
+  /**
+   * Total number of workflows in the workspace.
+   */
+  totalWorkflows: number
+}
+
+/**
+ * Hook for checking if workflows or folders can be deleted.
+ * Prevents deletion if it would leave the workspace with no workflows.
+ *
+ * Uses pre-computed lookup maps for O(1) access instead of repeated filter() calls.
+ *
+ * @param props - Hook configuration
+ * @returns Functions to check deletion eligibility
+ */
+export function useCanDelete({ workspaceId }: UseCanDeleteProps): UseCanDeleteReturn {
+  const { workflows } = useWorkflowRegistry()
+  const { folders } = useFolderStore()
+
+  /**
+   * Pre-computed data structures for efficient lookups
+   */
+  const { totalWorkflows, workflowIdSet, workflowsByFolderId, childFoldersByParentId } =
+    useMemo(() => {
+      const workspaceWorkflows = Object.values(workflows).filter(
+        (w) => w.workspaceId === workspaceId
+      )
+
+      const idSet = new Set(workspaceWorkflows.map((w) => w.id))
+
+      const byFolderId = new Map<string, number>()
+      for (const w of workspaceWorkflows) {
+        if (w.folderId) {
+          byFolderId.set(w.folderId, (byFolderId.get(w.folderId) || 0) + 1)
+        }
+      }
+
+      const childrenByParent = new Map<string, string[]>()
+      for (const folder of Object.values(folders)) {
+        if (folder.workspaceId === workspaceId && folder.parentId) {
+          const children = childrenByParent.get(folder.parentId) || []
+          children.push(folder.id)
+          childrenByParent.set(folder.parentId, children)
+        }
+      }
+
+      return {
+        totalWorkflows: workspaceWorkflows.length,
+        workflowIdSet: idSet,
+        workflowsByFolderId: byFolderId,
+        childFoldersByParentId: childrenByParent,
+      }
+    }, [workflows, folders, workspaceId])
+
+  /**
+   * Count workflows in a folder and all its subfolders recursively.
+   * Uses pre-computed maps for efficient lookups.
+   */
+  const countWorkflowsInFolder = useCallback(
+    (folderId: string): number => {
+      let count = workflowsByFolderId.get(folderId) || 0
+
+      const childFolders = childFoldersByParentId.get(folderId)
+      if (childFolders) {
+        for (const childId of childFolders) {
+          count += countWorkflowsInFolder(childId)
+        }
+      }
+
+      return count
+    },
+    [workflowsByFolderId, childFoldersByParentId]
+  )
+
+  /**
+   * Check if the given workflow IDs can be deleted.
+   * Returns false if deleting would remove all workflows from the workspace.
+   */
+  const canDeleteWorkflows = useCallback(
+    (workflowIds: string[]): boolean => {
+      const workflowsToDelete = workflowIds.filter((id) => workflowIdSet.has(id)).length
+
+      // Must have at least one workflow remaining after deletion
+      return totalWorkflows > 0 && workflowsToDelete < totalWorkflows
+    },
+    [totalWorkflows, workflowIdSet]
+  )
+
+  /**
+   * Check if the given folder can be deleted.
+   * Empty folders are always deletable. Folders containing all workspace workflows are not.
+   */
+  const canDeleteFolder = useCallback(
+    (folderId: string): boolean => {
+      const workflowsInFolder = countWorkflowsInFolder(folderId)
+
+      if (workflowsInFolder === 0) return true
+      return workflowsInFolder < totalWorkflows
+    },
+    [totalWorkflows, countWorkflowsInFolder]
+  )
+
+  return {
+    canDeleteWorkflows,
+    canDeleteFolder,
+    totalWorkflows,
+  }
+}
diff --git a/apps/sim/blocks/blocks/knowledge.ts b/apps/sim/blocks/blocks/knowledge.ts
index 92ad316d5..01a896c84 100644
--- a/apps/sim/blocks/blocks/knowledge.ts
+++ b/apps/sim/blocks/blocks/knowledge.ts
@@ -57,7 +57,6 @@ export const KnowledgeBlock: BlockConfig = {
       type: 'knowledge-tag-filters',
       placeholder: 'Add tag filters',
       condition: { field: 'operation', value: 'search' },
-      mode: 'advanced',
     },
     {
       id: 'documentId',
diff --git a/apps/sim/components/emcn/components/date-picker/date-picker.tsx b/apps/sim/components/emcn/components/date-picker/date-picker.tsx
new file mode 100644
index 000000000..c7acb6a7a
--- /dev/null
+++ b/apps/sim/components/emcn/components/date-picker/date-picker.tsx
@@ -0,0 +1,409 @@
+/**
+ * DatePicker component with calendar dropdown for date selection.
+ * Uses Radix UI Popover primitives for positioning and accessibility.
+ *
+ * @example
+ * ```tsx
+ * // Basic date picker
+ * <DatePicker
+ *   value={date}
+ *   onChange={(dateString) => setDate(dateString)}
+ *   placeholder="Select date"
+ * />
+ * ```
+ */
+
+'use client'
+
+import * as React from 'react'
+import { cva, type VariantProps } from 'class-variance-authority'
+import { ChevronDown, ChevronLeft, ChevronRight } from 'lucide-react'
+import { Button } from '@/components/emcn/components/button/button'
+import {
+  Popover,
+  PopoverAnchor,
+  PopoverContent,
+} from '@/components/emcn/components/popover/popover'
+import { cn } from '@/lib/core/utils/cn'
+
+/**
+ * Variant styles for the date picker trigger button.
+ * Matches the combobox and input styling patterns.
+ */
+const datePickerVariants = cva(
+  'flex w-full rounded-[4px] border border-[var(--surface-11)] bg-[var(--surface-6)] dark:bg-[var(--surface-9)] px-[8px] font-sans font-medium text-[var(--text-primary)] placeholder:text-[var(--text-muted)] dark:placeholder:text-[var(--text-muted)] outline-none focus:outline-none focus-visible:outline-none focus-visible:ring-0 focus-visible:ring-offset-0 disabled:cursor-not-allowed disabled:opacity-50 hover:border-[var(--surface-14)] hover:bg-[var(--surface-9)] dark:hover:border-[var(--surface-13)] dark:hover:bg-[var(--surface-11)]',
+  {
+    variants: {
+      variant: {
+        default: '',
+      },
+      size: {
+        default: 'py-[6px] text-sm',
+        sm: 'py-[5px] text-[12px]',
+      },
+    },
+    defaultVariants: {
+      variant: 'default',
+      size: 'default',
+    },
+  }
+)
+
+export interface DatePickerProps
+  extends Omit<React.HTMLAttributes<HTMLDivElement>, 'onChange'>,
+    VariantProps<typeof datePickerVariants> {
+  /** Current selected date value (YYYY-MM-DD string or Date) */
+  value?: string | Date
+  /** Callback when date changes, returns YYYY-MM-DD format */
+  onChange?: (value: string) => void
+  /** Placeholder text when no value is selected */
+  placeholder?: string
+  /** Whether the picker is disabled */
+  disabled?: boolean
+  /** Size variant */
+  size?: 'default' | 'sm'
+}
+
+/**
+ * Month names for calendar display.
+ */
+const MONTHS = [
+  'January',
+  'February',
+  'March',
+  'April',
+  'May',
+  'June',
+  'July',
+  'August',
+  'September',
+  'October',
+  'November',
+  'December',
+]
+
+/**
+ * Day abbreviations for calendar header.
+ */
+const DAYS = ['Su', 'Mo', 'Tu', 'We', 'Th', 'Fr', 'Sa']
+
+/**
+ * Gets the number of days in a given month.
+ */
+function getDaysInMonth(year: number, month: number): number {
+  return new Date(year, month + 1, 0).getDate()
+}
+
+/**
+ * Gets the day of the week (0-6) for the first day of the month.
+ */
+function getFirstDayOfMonth(year: number, month: number): number {
+  return new Date(year, month, 1).getDay()
+}
+
+/**
+ * Formats a date for display in the trigger button.
+ */
+function formatDateForDisplay(date: Date | null): string {
+  if (!date) return ''
+  return date.toLocaleDateString('en-US', {
+    year: 'numeric',
+    month: 'short',
+    day: 'numeric',
+  })
+}
+
+/**
+ * Formats a date as YYYY-MM-DD string.
+ */
+function formatDateAsString(year: number, month: number, day: number): string {
+  const m = (month + 1).toString().padStart(2, '0')
+  const d = day.toString().padStart(2, '0')
+  return `${year}-${m}-${d}`
+}
+
+/**
+ * Parses a string or Date value into a Date object.
+ * Handles various date formats including YYYY-MM-DD and ISO strings.
+ */
+function parseDate(value: string | Date | undefined): Date | null {
+  if (!value) return null
+
+  if (value instanceof Date) {
+    if (Number.isNaN(value.getTime())) return null
+    return value
+  }
+
+  try {
+    // Handle YYYY-MM-DD format (treat as local date)
+    if (/^\d{4}-\d{2}-\d{2}$/.test(value)) {
+      const [year, month, day] = value.split('-').map(Number)
+      return new Date(year, month - 1, day)
+    }
+
+    // Handle ISO strings with timezone (extract date part as local)
+    if (value.endsWith('Z') || /[+-]\d{2}:\d{2}$/.test(value)) {
+      const date = new Date(value)
+      if (Number.isNaN(date.getTime())) return null
+      // Use UTC date components to prevent timezone shift
+      return new Date(date.getUTCFullYear(), date.getUTCMonth(), date.getUTCDate())
+    }
+
+    // Fallback: try parsing as-is
+    const date = new Date(value)
+    return Number.isNaN(date.getTime()) ? null : date
+  } catch {
+    return null
+  }
+}
+
+/**
+ * DatePicker component matching emcn design patterns.
+ * Provides a calendar dropdown for date selection.
+ */
+const DatePicker = React.forwardRef<HTMLDivElement, DatePickerProps>(
+  (
+    { className, variant, size, value, onChange, placeholder = 'Select date', disabled, ...props },
+    ref
+  ) => {
+    const [open, setOpen] = React.useState(false)
+    const selectedDate = parseDate(value)
+
+    const [viewMonth, setViewMonth] = React.useState(() => {
+      const d = selectedDate || new Date()
+      return d.getMonth()
+    })
+    const [viewYear, setViewYear] = React.useState(() => {
+      const d = selectedDate || new Date()
+      return d.getFullYear()
+    })
+
+    // Update view when value changes externally
+    React.useEffect(() => {
+      if (selectedDate) {
+        setViewMonth(selectedDate.getMonth())
+        setViewYear(selectedDate.getFullYear())
+      }
+    }, [value])
+
+    /**
+     * Handles selection of a specific day in the calendar.
+     */
+    const handleSelectDate = React.useCallback(
+      (day: number) => {
+        onChange?.(formatDateAsString(viewYear, viewMonth, day))
+        setOpen(false)
+      },
+      [viewYear, viewMonth, onChange]
+    )
+
+    /**
+     * Navigates to the previous month.
+     */
+    const goToPrevMonth = React.useCallback(() => {
+      if (viewMonth === 0) {
+        setViewMonth(11)
+        setViewYear((prev) => prev - 1)
+      } else {
+        setViewMonth((prev) => prev - 1)
+      }
+    }, [viewMonth])
+
+    /**
+     * Navigates to the next month.
+     */
+    const goToNextMonth = React.useCallback(() => {
+      if (viewMonth === 11) {
+        setViewMonth(0)
+        setViewYear((prev) => prev + 1)
+      } else {
+        setViewMonth((prev) => prev + 1)
+      }
+    }, [viewMonth])
+
+    /**
+     * Selects today's date and closes the picker.
+     */
+    const handleSelectToday = React.useCallback(() => {
+      const now = new Date()
+      setViewMonth(now.getMonth())
+      setViewYear(now.getFullYear())
+      onChange?.(formatDateAsString(now.getFullYear(), now.getMonth(), now.getDate()))
+      setOpen(false)
+    }, [onChange])
+
+    const daysInMonth = getDaysInMonth(viewYear, viewMonth)
+    const firstDayOfMonth = getFirstDayOfMonth(viewYear, viewMonth)
+
+    /**
+     * Checks if a day is today's date.
+     */
+    const isToday = React.useCallback(
+      (day: number) => {
+        const today = new Date()
+        return (
+          today.getDate() === day &&
+          today.getMonth() === viewMonth &&
+          today.getFullYear() === viewYear
+        )
+      },
+      [viewMonth, viewYear]
+    )
+
+    /**
+     * Checks if a day is the currently selected date.
+     */
+    const isSelected = React.useCallback(
+      (day: number) => {
+        return (
+          selectedDate &&
+          selectedDate.getDate() === day &&
+          selectedDate.getMonth() === viewMonth &&
+          selectedDate.getFullYear() === viewYear
+        )
+      },
+      [selectedDate, viewMonth, viewYear]
+    )
+
+    // Build calendar grid
+    const calendarDays = React.useMemo(() => {
+      const days: (number | null)[] = []
+      for (let i = 0; i < firstDayOfMonth; i++) {
+        days.push(null)
+      }
+      for (let day = 1; day <= daysInMonth; day++) {
+        days.push(day)
+      }
+      return days
+    }, [firstDayOfMonth, daysInMonth])
+
+    /**
+     * Handles keyboard events on the trigger.
+     */
+    const handleKeyDown = React.useCallback(
+      (e: React.KeyboardEvent) => {
+        if (!disabled && (e.key === 'Enter' || e.key === ' ')) {
+          e.preventDefault()
+          setOpen(!open)
+        }
+      },
+      [disabled, open]
+    )
+
+    /**
+     * Handles click on the trigger.
+     */
+    const handleTriggerClick = React.useCallback(() => {
+      if (!disabled) {
+        setOpen(!open)
+      }
+    }, [disabled, open])
+
+    return (
+      <Popover open={open} onOpenChange={setOpen}>
+        <div ref={ref} className='relative w-full' {...props}>
+          <PopoverAnchor asChild>
+            <div
+              role='button'
+              tabIndex={disabled ? -1 : 0}
+              aria-disabled={disabled}
+              className={cn(
+                datePickerVariants({ variant, size }),
+                'relative cursor-pointer items-center justify-between',
+                className
+              )}
+              onClick={handleTriggerClick}
+              onKeyDown={handleKeyDown}
+            >
+              <span className={cn('flex-1 truncate', !selectedDate && 'text-[var(--text-muted)]')}>
+                {selectedDate ? formatDateForDisplay(selectedDate) : placeholder}
+              </span>
+              <ChevronDown
+                className={cn(
+                  'ml-[8px] h-4 w-4 flex-shrink-0 opacity-50 transition-transform',
+                  open && 'rotate-180'
+                )}
+              />
+            </div>
+          </PopoverAnchor>
+
+          <PopoverContent
+            side='bottom'
+            align='start'
+            sideOffset={4}
+            avoidCollisions={false}
+            className='w-[280px] rounded-[6px] border border-[var(--surface-11)] p-0'
+          >
+            {/* Calendar Header */}
+            <div className='flex items-center justify-between border-[var(--surface-11)] border-b px-[12px] py-[10px]'>
+              <button
+                type='button'
+                className='flex h-[24px] w-[24px] items-center justify-center rounded-[4px] text-[var(--text-muted)] transition-colors hover:bg-[var(--surface-9)] hover:text-[var(--text-primary)]'
+                onClick={goToPrevMonth}
+              >
+                <ChevronLeft className='h-4 w-4' />
+              </button>
+              <span className='font-medium text-[13px] text-[var(--text-primary)]'>
+                {MONTHS[viewMonth]} {viewYear}
+              </span>
+              <button
+                type='button'
+                className='flex h-[24px] w-[24px] items-center justify-center rounded-[4px] text-[var(--text-muted)] transition-colors hover:bg-[var(--surface-9)] hover:text-[var(--text-primary)]'
+                onClick={goToNextMonth}
+              >
+                <ChevronRight className='h-4 w-4' />
+              </button>
+            </div>
+
+            {/* Day Headers */}
+            <div className='grid grid-cols-7 px-[8px] pt-[8px]'>
+              {DAYS.map((day) => (
+                <div
+                  key={day}
+                  className='flex h-[28px] items-center justify-center text-[11px] text-[var(--text-muted)]'
+                >
+                  {day}
+                </div>
+              ))}
+            </div>
+
+            {/* Calendar Grid */}
+            <div className='grid grid-cols-7 px-[8px] pb-[8px]'>
+              {calendarDays.map((day, index) => (
+                <div key={index} className='flex h-[32px] items-center justify-center'>
+                  {day !== null && (
+                    <button
+                      type='button'
+                      className={cn(
+                        'flex h-[28px] w-[28px] items-center justify-center rounded-[4px] text-[12px] transition-colors',
+                        isSelected(day)
+                          ? 'bg-[var(--brand-secondary)] text-[var(--bg)]'
+                          : isToday(day)
+                            ? 'bg-[var(--surface-9)] text-[var(--text-primary)]'
+                            : 'text-[var(--text-primary)] hover:bg-[var(--surface-9)]'
+                      )}
+                      onClick={() => handleSelectDate(day)}
+                    >
+                      {day}
+                    </button>
+                  )}
+                </div>
+              ))}
+            </div>
+
+            {/* Today Button */}
+            <div className='border-[var(--surface-11)] border-t px-[8px] py-[8px]'>
+              <Button variant='active' className='w-full' onClick={handleSelectToday}>
+                Today
+              </Button>
+            </div>
+          </PopoverContent>
+        </div>
+      </Popover>
+    )
+  }
+)
+
+DatePicker.displayName = 'DatePicker'
+
+export { DatePicker, datePickerVariants }
diff --git a/apps/sim/components/emcn/components/index.ts b/apps/sim/components/emcn/components/index.ts
index 34ad94ee2..78d9931ca 100644
--- a/apps/sim/components/emcn/components/index.ts
+++ b/apps/sim/components/emcn/components/index.ts
@@ -10,7 +10,8 @@ export {
   languages,
 } from './code/code'
 export { Combobox, type ComboboxOption } from './combobox/combobox'
-export { Input } from './input/input'
+export { DatePicker, type DatePickerProps, datePickerVariants } from './date-picker/date-picker'
+export { Input, type InputProps, inputVariants } from './input/input'
 export { Label } from './label/label'
 export {
   MODAL_SIZES,
diff --git a/apps/sim/components/emcn/components/input/input.tsx b/apps/sim/components/emcn/components/input/input.tsx
index 982837049..eb0e9eaff 100644
--- a/apps/sim/components/emcn/components/input/input.tsx
+++ b/apps/sim/components/emcn/components/input/input.tsx
@@ -1,7 +1,30 @@
+/**
+ * A minimal input component matching the emcn design system.
+ *
+ * @example
+ * ```tsx
+ * import { Input } from '@/components/emcn'
+ *
+ * // Basic usage
+ * <Input placeholder="Enter text..." />
+ *
+ * // Controlled input
+ * <Input value={value} onChange={(e) => setValue(e.target.value)} />
+ *
+ * // Disabled state
+ * <Input disabled placeholder="Cannot edit" />
+ * ```
+ *
+ * @see inputVariants for available styling variants
+ */
 import * as React from 'react'
 import { cva, type VariantProps } from 'class-variance-authority'
 import { cn } from '@/lib/core/utils/cn'
 
+/**
+ * Variant styles for the Input component.
+ * Currently supports a 'default' variant.
+ */
 const inputVariants = cva(
   'flex w-full rounded-[4px] border border-[var(--surface-11)] bg-[var(--surface-6)] dark:bg-[var(--surface-9)] px-[8px] py-[6px] font-medium font-sans text-sm text-foreground transition-colors placeholder:text-[var(--text-muted)] dark:placeholder:text-[var(--text-muted)] outline-none focus:outline-none focus-visible:outline-none focus-visible:ring-0 focus-visible:ring-offset-0 disabled:cursor-not-allowed disabled:opacity-50',
   {
@@ -16,6 +39,10 @@ const inputVariants = cva(
   }
 )
 
+/**
+ * Props for the Input component.
+ * Extends native input attributes with variant support.
+ */
 export interface InputProps
   extends React.InputHTMLAttributes<HTMLInputElement>,
     VariantProps<typeof inputVariants> {}
diff --git a/apps/sim/components/emcn/components/popover/popover.tsx b/apps/sim/components/emcn/components/popover/popover.tsx
index fce043c39..71f6f0225 100644
--- a/apps/sim/components/emcn/components/popover/popover.tsx
+++ b/apps/sim/components/emcn/components/popover/popover.tsx
@@ -60,7 +60,7 @@ import { cn } from '@/lib/core/utils/cn'
  * Uses fast transitions (duration-75) to prevent hover state "jumping" during rapid mouse movement.
  */
 const POPOVER_ITEM_BASE_CLASSES =
-  'flex h-[25px] min-w-0 cursor-pointer items-center gap-[8px] rounded-[6px] px-[6px] font-base text-[var(--text-primary)] text-[12px] transition-colors duration-75 dark:text-[var(--text-primary)] [&_svg]:transition-colors [&_svg]:duration-75 disabled:pointer-events-none disabled:opacity-50 disabled:cursor-not-allowed'
+  'flex h-[25px] min-w-0 cursor-pointer items-center gap-[8px] rounded-[6px] px-[6px] font-base text-[var(--text-primary)] text-[12px] transition-colors duration-75 dark:text-[var(--text-primary)] [&_svg]:transition-colors [&_svg]:duration-75'
 
 /**
  * Variant-specific active state styles for popover items.
@@ -247,6 +247,11 @@ export interface PopoverContentProps
    * @default false
    */
   border?: boolean
+  /**
+   * When true, the popover will flip to avoid collisions with viewport edges
+   * @default true
+   */
+  avoidCollisions?: boolean
 }
 
 /**
@@ -279,6 +284,7 @@ const PopoverContent = React.forwardRef<
       sideOffset,
       collisionPadding = 8,
       border = false,
+      avoidCollisions = true,
       ...restProps
     },
     ref
@@ -328,7 +334,7 @@ const PopoverContent = React.forwardRef<
         align={align}
         sideOffset={effectiveSideOffset}
         collisionPadding={collisionPadding}
-        avoidCollisions={true}
+        avoidCollisions={avoidCollisions}
         sticky='partial'
         onWheel={handleWheel}
         {...restProps}
@@ -425,7 +431,10 @@ export interface PopoverItemProps extends React.HTMLAttributes<HTMLDivElement> {
  * ```
  */
 const PopoverItem = React.forwardRef<HTMLDivElement, PopoverItemProps>(
-  ({ className, active, rootOnly, disabled, showCheck = false, children, ...props }, ref) => {
+  (
+    { className, active, rootOnly, disabled, showCheck = false, children, onClick, ...props },
+    ref
+  ) => {
     // Try to get context - if not available, we're outside Popover (shouldn't happen)
     const context = React.useContext(PopoverContext)
     const variant = context?.variant || 'default'
@@ -435,18 +444,28 @@ const PopoverItem = React.forwardRef<HTMLDivElement, PopoverItemProps>(
       return null
     }
 
+    const handleClick = (e: React.MouseEvent<HTMLDivElement>) => {
+      if (disabled) {
+        e.stopPropagation()
+        return
+      }
+      onClick?.(e)
+    }
+
     return (
       <div
         className={cn(
           POPOVER_ITEM_BASE_CLASSES,
-          active ? POPOVER_ITEM_ACTIVE_CLASSES[variant] : POPOVER_ITEM_HOVER_CLASSES[variant],
-          disabled && 'pointer-events-none cursor-not-allowed opacity-50',
+          !disabled &&
+            (active ? POPOVER_ITEM_ACTIVE_CLASSES[variant] : POPOVER_ITEM_HOVER_CLASSES[variant]),
+          disabled && 'cursor-default opacity-50',
           className
         )}
         ref={ref}
         role='menuitem'
         aria-selected={active}
         aria-disabled={disabled}
+        onClick={handleClick}
         {...props}
       >
         {children}
@@ -707,8 +726,10 @@ const PopoverSearch = React.forwardRef<HTMLDivElement, PopoverSearchProps>(
     }
 
     React.useEffect(() => {
+      setSearchQuery('')
+      onValueChange?.('')
       inputRef.current?.focus()
-    }, [])
+    }, [setSearchQuery, onValueChange])
 
     return (
       <div ref={ref} className={cn('flex items-center px-[8px] py-[6px]', className)} {...props}>
diff --git a/apps/sim/executor/dag/construction/edges.test.ts b/apps/sim/executor/dag/construction/edges.test.ts
new file mode 100644
index 000000000..3859ca086
--- /dev/null
+++ b/apps/sim/executor/dag/construction/edges.test.ts
@@ -0,0 +1,567 @@
+import { beforeEach, describe, expect, it, vi } from 'vitest'
+import type { DAG, DAGNode } from '@/executor/dag/builder'
+import type { SerializedBlock, SerializedLoop, SerializedWorkflow } from '@/serializer/types'
+import { EdgeConstructor } from './edges'
+
+vi.mock('@/lib/logs/console/logger', () => ({
+  createLogger: vi.fn(() => ({
+    info: vi.fn(),
+    error: vi.fn(),
+    warn: vi.fn(),
+    debug: vi.fn(),
+  })),
+}))
+
+function createMockBlock(id: string, type = 'function', config: any = {}): SerializedBlock {
+  return {
+    id,
+    metadata: { id: type, name: `Block ${id}` },
+    position: { x: 0, y: 0 },
+    config: { tool: type, params: config },
+    inputs: {},
+    outputs: {},
+    enabled: true,
+  }
+}
+
+function createMockNode(id: string): DAGNode {
+  return {
+    id,
+    block: createMockBlock(id),
+    outgoingEdges: new Map(),
+    incomingEdges: new Set(),
+    metadata: {},
+  }
+}
+
+function createMockDAG(nodeIds: string[]): DAG {
+  const nodes = new Map<string, DAGNode>()
+  for (const id of nodeIds) {
+    nodes.set(id, createMockNode(id))
+  }
+  return {
+    nodes,
+    loopConfigs: new Map(),
+    parallelConfigs: new Map(),
+  }
+}
+
+function createMockWorkflow(
+  blocks: SerializedBlock[],
+  connections: Array<{
+    source: string
+    target: string
+    sourceHandle?: string
+    targetHandle?: string
+  }>,
+  loops: Record<string, SerializedLoop> = {},
+  parallels: Record<string, any> = {}
+): SerializedWorkflow {
+  return {
+    version: '1',
+    blocks,
+    connections,
+    loops,
+    parallels,
+  }
+}
+
+describe('EdgeConstructor', () => {
+  let edgeConstructor: EdgeConstructor
+
+  beforeEach(() => {
+    edgeConstructor = new EdgeConstructor()
+  })
+
+  describe('Edge ID generation (bug fix verification)', () => {
+    it('should generate unique edge IDs for multiple edges to same target with different handles', () => {
+      const conditionId = 'condition-1'
+      const targetId = 'target-1'
+
+      const conditionBlock = createMockBlock(conditionId, 'condition', {
+        conditions: JSON.stringify([
+          { id: 'if-id', label: 'if', condition: 'true' },
+          { id: 'else-id', label: 'else', condition: '' },
+        ]),
+      })
+
+      const workflow = createMockWorkflow(
+        [conditionBlock, createMockBlock(targetId)],
+        [
+          { source: conditionId, target: targetId, sourceHandle: 'condition-if-id' },
+          { source: conditionId, target: targetId, sourceHandle: 'condition-else-id' },
+        ]
+      )
+
+      const dag = createMockDAG([conditionId, targetId])
+
+      edgeConstructor.execute(
+        workflow,
+        dag,
+        new Set(),
+        new Set(),
+        new Set([conditionId, targetId]),
+        new Map()
+      )
+
+      const conditionNode = dag.nodes.get(conditionId)!
+
+      // Should have 2 edges, not 1 (the bug was that they would overwrite each other)
+      expect(conditionNode.outgoingEdges.size).toBe(2)
+
+      // Verify edge IDs are unique and include the sourceHandle
+      const edgeIds = Array.from(conditionNode.outgoingEdges.keys())
+      expect(edgeIds).toContain(`${conditionId}→${targetId}-condition-if-id`)
+      expect(edgeIds).toContain(`${conditionId}→${targetId}-condition-else-id`)
+    })
+
+    it('should generate edge ID without handle suffix when no sourceHandle', () => {
+      const sourceId = 'source-1'
+      const targetId = 'target-1'
+
+      const workflow = createMockWorkflow(
+        [createMockBlock(sourceId), createMockBlock(targetId)],
+        [{ source: sourceId, target: targetId }]
+      )
+
+      const dag = createMockDAG([sourceId, targetId])
+
+      edgeConstructor.execute(
+        workflow,
+        dag,
+        new Set(),
+        new Set(),
+        new Set([sourceId, targetId]),
+        new Map()
+      )
+
+      const sourceNode = dag.nodes.get(sourceId)!
+      const edgeIds = Array.from(sourceNode.outgoingEdges.keys())
+
+      expect(edgeIds).toContain(`${sourceId}→${targetId}`)
+    })
+  })
+
+  describe('Condition block edge wiring', () => {
+    it('should wire condition block edges with proper condition prefixes', () => {
+      const conditionId = 'condition-1'
+      const target1Id = 'target-1'
+      const target2Id = 'target-2'
+
+      const conditionBlock = createMockBlock(conditionId, 'condition', {
+        conditions: JSON.stringify([
+          { id: 'cond-if', label: 'if', condition: 'x > 5' },
+          { id: 'cond-else', label: 'else', condition: '' },
+        ]),
+      })
+
+      const workflow = createMockWorkflow(
+        [conditionBlock, createMockBlock(target1Id), createMockBlock(target2Id)],
+        [
+          { source: conditionId, target: target1Id, sourceHandle: 'condition-cond-if' },
+          { source: conditionId, target: target2Id, sourceHandle: 'condition-cond-else' },
+        ]
+      )
+
+      const dag = createMockDAG([conditionId, target1Id, target2Id])
+
+      edgeConstructor.execute(
+        workflow,
+        dag,
+        new Set(),
+        new Set(),
+        new Set([conditionId, target1Id, target2Id]),
+        new Map()
+      )
+
+      const conditionNode = dag.nodes.get(conditionId)!
+
+      expect(conditionNode.outgoingEdges.size).toBe(2)
+
+      // Verify edges have correct targets and handles
+      const edges = Array.from(conditionNode.outgoingEdges.values())
+      const ifEdge = edges.find((e) => e.sourceHandle === 'condition-cond-if')
+      const elseEdge = edges.find((e) => e.sourceHandle === 'condition-cond-else')
+
+      expect(ifEdge?.target).toBe(target1Id)
+      expect(elseEdge?.target).toBe(target2Id)
+    })
+
+    it('should handle condition block with if→A, elseif→B, else→A pattern', () => {
+      const conditionId = 'condition-1'
+      const targetAId = 'target-a'
+      const targetBId = 'target-b'
+
+      const conditionBlock = createMockBlock(conditionId, 'condition', {
+        conditions: JSON.stringify([
+          { id: 'if-id', label: 'if', condition: 'x == 1' },
+          { id: 'elseif-id', label: 'else if', condition: 'x == 2' },
+          { id: 'else-id', label: 'else', condition: '' },
+        ]),
+      })
+
+      const workflow = createMockWorkflow(
+        [conditionBlock, createMockBlock(targetAId), createMockBlock(targetBId)],
+        [
+          { source: conditionId, target: targetAId, sourceHandle: 'condition-if-id' },
+          { source: conditionId, target: targetBId, sourceHandle: 'condition-elseif-id' },
+          { source: conditionId, target: targetAId, sourceHandle: 'condition-else-id' },
+        ]
+      )
+
+      const dag = createMockDAG([conditionId, targetAId, targetBId])
+
+      edgeConstructor.execute(
+        workflow,
+        dag,
+        new Set(),
+        new Set(),
+        new Set([conditionId, targetAId, targetBId]),
+        new Map()
+      )
+
+      const conditionNode = dag.nodes.get(conditionId)!
+
+      // Should have 3 edges (if→A, elseif→B, else→A)
+      expect(conditionNode.outgoingEdges.size).toBe(3)
+
+      // Target A should have 2 incoming edges (from if and else)
+      const targetANode = dag.nodes.get(targetAId)!
+      expect(targetANode.incomingEdges.has(conditionId)).toBe(true)
+
+      // Target B should have 1 incoming edge (from elseif)
+      const targetBNode = dag.nodes.get(targetBId)!
+      expect(targetBNode.incomingEdges.has(conditionId)).toBe(true)
+    })
+  })
+
+  describe('Router block edge wiring', () => {
+    it('should wire router block edges with router prefix', () => {
+      const routerId = 'router-1'
+      const target1Id = 'target-1'
+      const target2Id = 'target-2'
+
+      const routerBlock = createMockBlock(routerId, 'router')
+
+      const workflow = createMockWorkflow(
+        [routerBlock, createMockBlock(target1Id), createMockBlock(target2Id)],
+        [
+          { source: routerId, target: target1Id },
+          { source: routerId, target: target2Id },
+        ]
+      )
+
+      const dag = createMockDAG([routerId, target1Id, target2Id])
+
+      edgeConstructor.execute(
+        workflow,
+        dag,
+        new Set(),
+        new Set(),
+        new Set([routerId, target1Id, target2Id]),
+        new Map()
+      )
+
+      const routerNode = dag.nodes.get(routerId)!
+      const edges = Array.from(routerNode.outgoingEdges.values())
+
+      // Router edges should have router- prefix with target ID
+      expect(edges[0].sourceHandle).toBe(`router-${target1Id}`)
+      expect(edges[1].sourceHandle).toBe(`router-${target2Id}`)
+    })
+  })
+
+  describe('Simple linear workflow', () => {
+    it('should wire linear workflow correctly', () => {
+      const block1Id = 'block-1'
+      const block2Id = 'block-2'
+      const block3Id = 'block-3'
+
+      const workflow = createMockWorkflow(
+        [createMockBlock(block1Id), createMockBlock(block2Id), createMockBlock(block3Id)],
+        [
+          { source: block1Id, target: block2Id },
+          { source: block2Id, target: block3Id },
+        ]
+      )
+
+      const dag = createMockDAG([block1Id, block2Id, block3Id])
+
+      edgeConstructor.execute(
+        workflow,
+        dag,
+        new Set(),
+        new Set(),
+        new Set([block1Id, block2Id, block3Id]),
+        new Map()
+      )
+
+      // Block 1 → Block 2
+      const block1Node = dag.nodes.get(block1Id)!
+      expect(block1Node.outgoingEdges.size).toBe(1)
+      expect(Array.from(block1Node.outgoingEdges.values())[0].target).toBe(block2Id)
+
+      // Block 2 → Block 3
+      const block2Node = dag.nodes.get(block2Id)!
+      expect(block2Node.outgoingEdges.size).toBe(1)
+      expect(Array.from(block2Node.outgoingEdges.values())[0].target).toBe(block3Id)
+      expect(block2Node.incomingEdges.has(block1Id)).toBe(true)
+
+      // Block 3 has incoming from Block 2
+      const block3Node = dag.nodes.get(block3Id)!
+      expect(block3Node.incomingEdges.has(block2Id)).toBe(true)
+    })
+  })
+
+  describe('Edge reachability', () => {
+    it('should not wire edges to blocks not in DAG nodes', () => {
+      const block1Id = 'block-1'
+      const block2Id = 'block-2'
+      const unreachableId = 'unreachable'
+
+      const workflow = createMockWorkflow(
+        [createMockBlock(block1Id), createMockBlock(block2Id), createMockBlock(unreachableId)],
+        [
+          { source: block1Id, target: block2Id },
+          { source: block1Id, target: unreachableId },
+        ]
+      )
+
+      // Only create DAG nodes for block1 and block2 (not unreachable)
+      const dag = createMockDAG([block1Id, block2Id])
+
+      edgeConstructor.execute(
+        workflow,
+        dag,
+        new Set(),
+        new Set(),
+        new Set([block1Id, block2Id]),
+        new Map()
+      )
+
+      const block1Node = dag.nodes.get(block1Id)!
+
+      // Should only have edge to block2, not unreachable (not in DAG)
+      expect(block1Node.outgoingEdges.size).toBe(1)
+      expect(Array.from(block1Node.outgoingEdges.values())[0].target).toBe(block2Id)
+    })
+
+    it('should check both reachableBlocks and dag.nodes for edge validity', () => {
+      const block1Id = 'block-1'
+      const block2Id = 'block-2'
+
+      const workflow = createMockWorkflow(
+        [createMockBlock(block1Id), createMockBlock(block2Id)],
+        [{ source: block1Id, target: block2Id }]
+      )
+
+      const dag = createMockDAG([block1Id, block2Id])
+
+      // Block2 exists in DAG but not in reachableBlocks - edge should still be wired
+      // because isEdgeReachable checks: reachableBlocks.has(target) || dag.nodes.has(target)
+      edgeConstructor.execute(
+        workflow,
+        dag,
+        new Set(),
+        new Set(),
+        new Set([block1Id]), // Only block1 is "reachable" but block2 exists in DAG
+        new Map()
+      )
+
+      const block1Node = dag.nodes.get(block1Id)!
+      expect(block1Node.outgoingEdges.size).toBe(1)
+    })
+  })
+
+  describe('Error edge handling', () => {
+    it('should preserve error sourceHandle', () => {
+      const sourceId = 'source-1'
+      const successTargetId = 'success-target'
+      const errorTargetId = 'error-target'
+
+      const workflow = createMockWorkflow(
+        [
+          createMockBlock(sourceId),
+          createMockBlock(successTargetId),
+          createMockBlock(errorTargetId),
+        ],
+        [
+          { source: sourceId, target: successTargetId, sourceHandle: 'source' },
+          { source: sourceId, target: errorTargetId, sourceHandle: 'error' },
+        ]
+      )
+
+      const dag = createMockDAG([sourceId, successTargetId, errorTargetId])
+
+      edgeConstructor.execute(
+        workflow,
+        dag,
+        new Set(),
+        new Set(),
+        new Set([sourceId, successTargetId, errorTargetId]),
+        new Map()
+      )
+
+      const sourceNode = dag.nodes.get(sourceId)!
+      const edges = Array.from(sourceNode.outgoingEdges.values())
+
+      const successEdge = edges.find((e) => e.target === successTargetId)
+      const errorEdge = edges.find((e) => e.target === errorTargetId)
+
+      expect(successEdge?.sourceHandle).toBe('source')
+      expect(errorEdge?.sourceHandle).toBe('error')
+    })
+  })
+
+  describe('Loop sentinel wiring', () => {
+    it('should wire loop sentinels to nodes with no incoming edges from within loop', () => {
+      const loopId = 'loop-1'
+      const nodeInLoopId = 'node-in-loop'
+      const sentinelStartId = `loop-${loopId}-sentinel-start`
+      const sentinelEndId = `loop-${loopId}-sentinel-end`
+
+      // Create DAG with sentinels - nodeInLoop has no incoming edges from loop nodes
+      // so it will be identified as a start node
+      const dag = createMockDAG([nodeInLoopId, sentinelStartId, sentinelEndId])
+      dag.loopConfigs.set(loopId, {
+        id: loopId,
+        nodes: [nodeInLoopId],
+        iterations: 5,
+        loopType: 'for',
+      } as SerializedLoop)
+
+      const workflow = createMockWorkflow([createMockBlock(nodeInLoopId)], [], {
+        [loopId]: {
+          id: loopId,
+          nodes: [nodeInLoopId],
+          iterations: 5,
+          loopType: 'for',
+        } as SerializedLoop,
+      })
+
+      edgeConstructor.execute(
+        workflow,
+        dag,
+        new Set(),
+        new Set([nodeInLoopId]),
+        new Set([nodeInLoopId, sentinelStartId, sentinelEndId]),
+        new Map()
+      )
+
+      // Sentinel start should have edge to node in loop (it's a start node - no incoming from loop)
+      const sentinelStartNode = dag.nodes.get(sentinelStartId)!
+      expect(sentinelStartNode.outgoingEdges.size).toBe(1)
+      const startEdge = Array.from(sentinelStartNode.outgoingEdges.values())[0]
+      expect(startEdge.target).toBe(nodeInLoopId)
+
+      // Node in loop should have edge to sentinel end (it's a terminal node - no outgoing to loop)
+      const nodeInLoopNode = dag.nodes.get(nodeInLoopId)!
+      const hasEdgeToEnd = Array.from(nodeInLoopNode.outgoingEdges.values()).some(
+        (e) => e.target === sentinelEndId
+      )
+      expect(hasEdgeToEnd).toBe(true)
+
+      // Sentinel end should have loop_continue edge back to start
+      const sentinelEndNode = dag.nodes.get(sentinelEndId)!
+      const continueEdge = Array.from(sentinelEndNode.outgoingEdges.values()).find(
+        (e) => e.sourceHandle === 'loop_continue'
+      )
+      expect(continueEdge?.target).toBe(sentinelStartId)
+    })
+
+    it('should identify multiple start and terminal nodes in loop', () => {
+      const loopId = 'loop-1'
+      const node1Id = 'node-1'
+      const node2Id = 'node-2'
+      const sentinelStartId = `loop-${loopId}-sentinel-start`
+      const sentinelEndId = `loop-${loopId}-sentinel-end`
+
+      // Create DAG with two nodes in loop - both are start and terminal (no edges between them)
+      const dag = createMockDAG([node1Id, node2Id, sentinelStartId, sentinelEndId])
+      dag.loopConfigs.set(loopId, {
+        id: loopId,
+        nodes: [node1Id, node2Id],
+        iterations: 3,
+        loopType: 'for',
+      } as SerializedLoop)
+
+      const workflow = createMockWorkflow(
+        [createMockBlock(node1Id), createMockBlock(node2Id)],
+        [],
+        {
+          [loopId]: {
+            id: loopId,
+            nodes: [node1Id, node2Id],
+            iterations: 3,
+            loopType: 'for',
+          } as SerializedLoop,
+        }
+      )
+
+      edgeConstructor.execute(
+        workflow,
+        dag,
+        new Set(),
+        new Set([node1Id, node2Id]),
+        new Set([node1Id, node2Id, sentinelStartId, sentinelEndId]),
+        new Map()
+      )
+
+      // Sentinel start should have edges to both nodes (both are start nodes)
+      const sentinelStartNode = dag.nodes.get(sentinelStartId)!
+      expect(sentinelStartNode.outgoingEdges.size).toBe(2)
+
+      // Both nodes should have edges to sentinel end (both are terminal nodes)
+      const node1 = dag.nodes.get(node1Id)!
+      const node2 = dag.nodes.get(node2Id)!
+      expect(Array.from(node1.outgoingEdges.values()).some((e) => e.target === sentinelEndId)).toBe(
+        true
+      )
+      expect(Array.from(node2.outgoingEdges.values()).some((e) => e.target === sentinelEndId)).toBe(
+        true
+      )
+    })
+  })
+
+  describe('Cross-loop boundary detection', () => {
+    it('should not wire edges that cross loop boundaries', () => {
+      const outsideId = 'outside'
+      const insideId = 'inside'
+      const loopId = 'loop-1'
+
+      const workflow = createMockWorkflow(
+        [createMockBlock(outsideId), createMockBlock(insideId)],
+        [{ source: outsideId, target: insideId }],
+        {
+          [loopId]: {
+            id: loopId,
+            nodes: [insideId],
+            iterations: 5,
+            loopType: 'for',
+          } as SerializedLoop,
+        }
+      )
+
+      const dag = createMockDAG([outsideId, insideId])
+      dag.loopConfigs.set(loopId, {
+        id: loopId,
+        nodes: [insideId],
+        iterations: 5,
+        loopType: 'for',
+      } as SerializedLoop)
+
+      edgeConstructor.execute(
+        workflow,
+        dag,
+        new Set(),
+        new Set([insideId]),
+        new Set([outsideId, insideId]),
+        new Map()
+      )
+
+      // Edge should not be wired because it crosses loop boundary
+      const outsideNode = dag.nodes.get(outsideId)!
+      expect(outsideNode.outgoingEdges.size).toBe(0)
+    })
+  })
+})
diff --git a/apps/sim/executor/dag/construction/edges.ts b/apps/sim/executor/dag/construction/edges.ts
index 821fc2952..2b652a5db 100644
--- a/apps/sim/executor/dag/construction/edges.ts
+++ b/apps/sim/executor/dag/construction/edges.ts
@@ -578,7 +578,7 @@ export class EdgeConstructor {
       return
     }
 
-    const edgeId = `${sourceId}→${targetId}`
+    const edgeId = `${sourceId}→${targetId}${sourceHandle ? `-${sourceHandle}` : ''}`
 
     sourceNode.outgoingEdges.set(edgeId, {
       target: targetId,
diff --git a/apps/sim/executor/execution/edge-manager.test.ts b/apps/sim/executor/execution/edge-manager.test.ts
new file mode 100644
index 000000000..3470c2d67
--- /dev/null
+++ b/apps/sim/executor/execution/edge-manager.test.ts
@@ -0,0 +1,1052 @@
+import { describe, expect, it, vi } from 'vitest'
+import type { DAG, DAGNode } from '@/executor/dag/builder'
+import type { DAGEdge } from '@/executor/dag/types'
+import type { SerializedBlock } from '@/serializer/types'
+import { EdgeManager } from './edge-manager'
+
+vi.mock('@/lib/logs/console/logger', () => ({
+  createLogger: vi.fn(() => ({
+    info: vi.fn(),
+    error: vi.fn(),
+    warn: vi.fn(),
+    debug: vi.fn(),
+  })),
+}))
+
+function createMockBlock(id: string): SerializedBlock {
+  return {
+    id,
+    metadata: { id: 'test', name: 'Test Block' },
+    position: { x: 0, y: 0 },
+    config: { tool: '', params: {} },
+    inputs: {},
+    outputs: {},
+    enabled: true,
+  }
+}
+
+function createMockNode(
+  id: string,
+  outgoingEdges: DAGEdge[] = [],
+  incomingEdges: string[] = []
+): DAGNode {
+  const outEdgesMap = new Map<string, DAGEdge>()
+  outgoingEdges.forEach((edge, i) => {
+    outEdgesMap.set(`edge-${i}`, edge)
+  })
+
+  return {
+    id,
+    block: createMockBlock(id),
+    outgoingEdges: outEdgesMap,
+    incomingEdges: new Set(incomingEdges),
+    metadata: {},
+  }
+}
+
+function createMockDAG(nodes: Map<string, DAGNode>): DAG {
+  return {
+    nodes,
+    loopConfigs: new Map(),
+    parallelConfigs: new Map(),
+  }
+}
+
+describe('EdgeManager', () => {
+  describe('Happy path - basic workflows', () => {
+    it('should handle simple linear flow (A → B → C)', () => {
+      const blockAId = 'block-a'
+      const blockBId = 'block-b'
+      const blockCId = 'block-c'
+
+      const blockANode = createMockNode(blockAId, [{ target: blockBId }])
+      const blockBNode = createMockNode(blockBId, [{ target: blockCId }], [blockAId])
+      const blockCNode = createMockNode(blockCId, [], [blockBId])
+
+      const nodes = new Map<string, DAGNode>([
+        [blockAId, blockANode],
+        [blockBId, blockBNode],
+        [blockCId, blockCNode],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      // A completes → B becomes ready
+      const readyAfterA = edgeManager.processOutgoingEdges(blockANode, { result: 'done' })
+      expect(readyAfterA).toContain(blockBId)
+      expect(readyAfterA).not.toContain(blockCId)
+
+      // B completes → C becomes ready
+      const readyAfterB = edgeManager.processOutgoingEdges(blockBNode, { result: 'done' })
+      expect(readyAfterB).toContain(blockCId)
+    })
+
+    it('should handle branching and each branch executing independently', () => {
+      const startId = 'start'
+      const branch1Id = 'branch-1'
+      const branch2Id = 'branch-2'
+
+      const startNode = createMockNode(startId, [
+        { target: branch1Id, sourceHandle: 'condition-opt1' },
+        { target: branch2Id, sourceHandle: 'condition-opt2' },
+      ])
+
+      const branch1Node = createMockNode(branch1Id, [], [startId])
+      const branch2Node = createMockNode(branch2Id, [], [startId])
+
+      const nodes = new Map<string, DAGNode>([
+        [startId, startNode],
+        [branch1Id, branch1Node],
+        [branch2Id, branch2Node],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      // Select option 1
+      const readyNodes = edgeManager.processOutgoingEdges(startNode, { selectedOption: 'opt1' })
+      expect(readyNodes).toContain(branch1Id)
+      expect(readyNodes).not.toContain(branch2Id)
+    })
+
+    it('should process standard block output with result', () => {
+      const sourceId = 'source'
+      const targetId = 'target'
+
+      const sourceNode = createMockNode(sourceId, [{ target: targetId }])
+      const targetNode = createMockNode(targetId, [], [sourceId])
+
+      const nodes = new Map<string, DAGNode>([
+        [sourceId, sourceNode],
+        [targetId, targetNode],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      // Normal block output
+      const output = {
+        result: { data: 'test' },
+        content: 'Hello world',
+        tokens: { prompt: 10, completion: 20, total: 30 },
+      }
+
+      const readyNodes = edgeManager.processOutgoingEdges(sourceNode, output)
+      expect(readyNodes).toContain(targetId)
+    })
+
+    it('should handle multiple sequential blocks completing in order', () => {
+      const block1Id = 'block-1'
+      const block2Id = 'block-2'
+      const block3Id = 'block-3'
+      const block4Id = 'block-4'
+
+      const block1Node = createMockNode(block1Id, [{ target: block2Id }])
+      const block2Node = createMockNode(block2Id, [{ target: block3Id }], [block1Id])
+      const block3Node = createMockNode(block3Id, [{ target: block4Id }], [block2Id])
+      const block4Node = createMockNode(block4Id, [], [block3Id])
+
+      const nodes = new Map<string, DAGNode>([
+        [block1Id, block1Node],
+        [block2Id, block2Node],
+        [block3Id, block3Node],
+        [block4Id, block4Node],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      // Process through the chain
+      let ready = edgeManager.processOutgoingEdges(block1Node, {})
+      expect(ready).toEqual([block2Id])
+
+      ready = edgeManager.processOutgoingEdges(block2Node, {})
+      expect(ready).toEqual([block3Id])
+
+      ready = edgeManager.processOutgoingEdges(block3Node, {})
+      expect(ready).toEqual([block4Id])
+
+      ready = edgeManager.processOutgoingEdges(block4Node, {})
+      expect(ready).toEqual([])
+    })
+  })
+
+  describe('Multiple condition edges to same target', () => {
+    it('should not cascade-deactivate when multiple edges from same source go to same target', () => {
+      const conditionId = 'condition-1'
+      const function1Id = 'function-1'
+      const function2Id = 'function-2'
+
+      const conditionNode = createMockNode(conditionId, [
+        { target: function1Id, sourceHandle: 'condition-if' },
+        { target: function1Id, sourceHandle: 'condition-else' },
+      ])
+
+      const function1Node = createMockNode(function1Id, [{ target: function2Id }], [conditionId])
+
+      const function2Node = createMockNode(function2Id, [], [function1Id])
+
+      const nodes = new Map<string, DAGNode>([
+        [conditionId, conditionNode],
+        [function1Id, function1Node],
+        [function2Id, function2Node],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      const output = { selectedOption: 'if' }
+      const readyNodes = edgeManager.processOutgoingEdges(conditionNode, output)
+
+      expect(readyNodes).toContain(function1Id)
+      expect(function1Node.incomingEdges.size).toBe(0)
+    })
+
+    it('should handle "else if" selected when "if" points to same target', () => {
+      const conditionId = 'condition-1'
+      const function1Id = 'function-1'
+
+      const conditionNode = createMockNode(conditionId, [
+        { target: function1Id, sourceHandle: 'condition-if-id' },
+        { target: function1Id, sourceHandle: 'condition-elseif-id' },
+      ])
+
+      const function1Node = createMockNode(function1Id, [], [conditionId])
+
+      const nodes = new Map<string, DAGNode>([
+        [conditionId, conditionNode],
+        [function1Id, function1Node],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      const output = { selectedOption: 'elseif-id' }
+      const readyNodes = edgeManager.processOutgoingEdges(conditionNode, output)
+
+      expect(readyNodes).toContain(function1Id)
+    })
+
+    it('should handle condition with if→A, elseif→B, else→A pattern', () => {
+      const conditionId = 'condition-1'
+      const function1Id = 'function-1'
+      const function2Id = 'function-2'
+
+      const conditionNode = createMockNode(conditionId, [
+        { target: function1Id, sourceHandle: 'condition-if' },
+        { target: function2Id, sourceHandle: 'condition-elseif' },
+        { target: function1Id, sourceHandle: 'condition-else' },
+      ])
+
+      const function1Node = createMockNode(function1Id, [], [conditionId])
+      const function2Node = createMockNode(function2Id, [], [conditionId])
+
+      const nodes = new Map<string, DAGNode>([
+        [conditionId, conditionNode],
+        [function1Id, function1Node],
+        [function2Id, function2Node],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      const output = { selectedOption: 'if' }
+      const readyNodes = edgeManager.processOutgoingEdges(conditionNode, output)
+      expect(readyNodes).toContain(function1Id)
+      expect(readyNodes).not.toContain(function2Id)
+    })
+
+    it('should activate correct target when elseif is selected (iteration 2)', () => {
+      const conditionId = 'condition-1'
+      const function1Id = 'function-1'
+      const function2Id = 'function-2'
+
+      const conditionNode = createMockNode(conditionId, [
+        { target: function1Id, sourceHandle: 'condition-if' },
+        { target: function2Id, sourceHandle: 'condition-elseif' },
+        { target: function1Id, sourceHandle: 'condition-else' },
+      ])
+
+      const function1Node = createMockNode(function1Id, [], [conditionId])
+      const function2Node = createMockNode(function2Id, [], [conditionId])
+
+      const nodes = new Map<string, DAGNode>([
+        [conditionId, conditionNode],
+        [function1Id, function1Node],
+        [function2Id, function2Node],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      const output = { selectedOption: 'elseif' }
+      const readyNodes = edgeManager.processOutgoingEdges(conditionNode, output)
+
+      expect(readyNodes).toContain(function2Id)
+      expect(readyNodes).not.toContain(function1Id)
+    })
+
+    it('should activate Function1 when else is selected (iteration 3+)', () => {
+      const conditionId = 'condition-1'
+      const function1Id = 'function-1'
+      const function2Id = 'function-2'
+
+      const conditionNode = createMockNode(conditionId, [
+        { target: function1Id, sourceHandle: 'condition-if' },
+        { target: function2Id, sourceHandle: 'condition-elseif' },
+        { target: function1Id, sourceHandle: 'condition-else' },
+      ])
+
+      const function1Node = createMockNode(function1Id, [], [conditionId])
+      const function2Node = createMockNode(function2Id, [], [conditionId])
+
+      const nodes = new Map<string, DAGNode>([
+        [conditionId, conditionNode],
+        [function1Id, function1Node],
+        [function2Id, function2Node],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      const output = { selectedOption: 'else' }
+      const readyNodes = edgeManager.processOutgoingEdges(conditionNode, output)
+
+      expect(readyNodes).toContain(function1Id)
+      expect(readyNodes).not.toContain(function2Id)
+    })
+  })
+
+  describe('Cascade deactivation', () => {
+    it('should cascade-deactivate descendants when ALL edges to target are deactivated', () => {
+      const conditionId = 'condition-1'
+      const function1Id = 'function-1'
+      const function2Id = 'function-2'
+
+      const conditionNode = createMockNode(conditionId, [
+        { target: function1Id, sourceHandle: 'condition-if' },
+      ])
+
+      const function1Node = createMockNode(function1Id, [{ target: function2Id }], [conditionId])
+
+      const function2Node = createMockNode(function2Id, [], [function1Id])
+
+      const nodes = new Map<string, DAGNode>([
+        [conditionId, conditionNode],
+        [function1Id, function1Node],
+        [function2Id, function2Node],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      const output = { selectedOption: 'else' }
+      const readyNodes = edgeManager.processOutgoingEdges(conditionNode, output)
+
+      expect(readyNodes).not.toContain(function1Id)
+    })
+  })
+
+  describe('Exact workflow reproduction: modern-atoll', () => {
+    const conditionId = '63353190-ed15-427b-af6b-c0967ba06010'
+    const function1Id = '576cc8a3-c3f3-40f5-a515-8320462b8162'
+    const function2Id = 'b96067c5-0c5c-4a91-92bd-299e8c4ab42d'
+
+    const ifConditionId = '63353190-ed15-427b-af6b-c0967ba06010-if'
+    const elseIfConditionId = '63353190-ed15-427b-af6b-c0967ba06010-else-if-1766204485970'
+    const elseConditionId = '63353190-ed15-427b-af6b-c0967ba06010-else'
+
+    function setupWorkflow() {
+      const conditionNode = createMockNode(conditionId, [
+        { target: function1Id, sourceHandle: `condition-${ifConditionId}` },
+        { target: function2Id, sourceHandle: `condition-${elseIfConditionId}` },
+        { target: function1Id, sourceHandle: `condition-${elseConditionId}` },
+      ])
+
+      const function1Node = createMockNode(function1Id, [], [conditionId])
+      const function2Node = createMockNode(function2Id, [], [conditionId])
+
+      const nodes = new Map<string, DAGNode>([
+        [conditionId, conditionNode],
+        [function1Id, function1Node],
+        [function2Id, function2Node],
+      ])
+
+      return createMockDAG(nodes)
+    }
+
+    it('iteration 1: if selected (loop.index == 1) should activate Function 1', () => {
+      const dag = setupWorkflow()
+      const edgeManager = new EdgeManager(dag)
+      const conditionNode = dag.nodes.get(conditionId)!
+
+      const output = { selectedOption: ifConditionId }
+      const readyNodes = edgeManager.processOutgoingEdges(conditionNode, output)
+
+      expect(readyNodes).toContain(function1Id)
+      expect(readyNodes).not.toContain(function2Id)
+    })
+
+    it('iteration 2: else if selected (loop.index == 2) should activate Function 2', () => {
+      const dag = setupWorkflow()
+      const edgeManager = new EdgeManager(dag)
+      const conditionNode = dag.nodes.get(conditionId)!
+
+      const output = { selectedOption: elseIfConditionId }
+      const readyNodes = edgeManager.processOutgoingEdges(conditionNode, output)
+
+      expect(readyNodes).toContain(function2Id)
+      expect(readyNodes).not.toContain(function1Id)
+    })
+
+    it('iteration 3+: else selected (loop.index > 2) should activate Function 1', () => {
+      const dag = setupWorkflow()
+      const edgeManager = new EdgeManager(dag)
+      const conditionNode = dag.nodes.get(conditionId)!
+
+      const output = { selectedOption: elseConditionId }
+      const readyNodes = edgeManager.processOutgoingEdges(conditionNode, output)
+
+      expect(readyNodes).toContain(function1Id)
+      expect(readyNodes).not.toContain(function2Id)
+    })
+
+    it('should handle multiple iterations correctly (simulating loop)', () => {
+      const dag = setupWorkflow()
+      const edgeManager = new EdgeManager(dag)
+      const conditionNode = dag.nodes.get(conditionId)!
+
+      // Iteration 1: if selected
+      {
+        dag.nodes.get(function1Id)!.incomingEdges = new Set([conditionId])
+        dag.nodes.get(function2Id)!.incomingEdges = new Set([conditionId])
+        edgeManager.clearDeactivatedEdges()
+
+        const output = { selectedOption: ifConditionId }
+        const readyNodes = edgeManager.processOutgoingEdges(conditionNode, output)
+        expect(readyNodes).toContain(function1Id)
+        expect(readyNodes).not.toContain(function2Id)
+      }
+
+      // Iteration 2: else if selected
+      {
+        dag.nodes.get(function1Id)!.incomingEdges = new Set([conditionId])
+        dag.nodes.get(function2Id)!.incomingEdges = new Set([conditionId])
+        edgeManager.clearDeactivatedEdges()
+
+        const output = { selectedOption: elseIfConditionId }
+        const readyNodes = edgeManager.processOutgoingEdges(conditionNode, output)
+        expect(readyNodes).toContain(function2Id)
+        expect(readyNodes).not.toContain(function1Id)
+      }
+
+      // Iteration 3: else selected
+      {
+        dag.nodes.get(function1Id)!.incomingEdges = new Set([conditionId])
+        dag.nodes.get(function2Id)!.incomingEdges = new Set([conditionId])
+        edgeManager.clearDeactivatedEdges()
+
+        const output = { selectedOption: elseConditionId }
+        const readyNodes = edgeManager.processOutgoingEdges(conditionNode, output)
+        expect(readyNodes).toContain(function1Id)
+        expect(readyNodes).not.toContain(function2Id)
+      }
+    })
+  })
+
+  describe('Error/Success edge handling', () => {
+    it('should activate error edge when output has error', () => {
+      const sourceId = 'source-1'
+      const successTargetId = 'success-target'
+      const errorTargetId = 'error-target'
+
+      const sourceNode = createMockNode(sourceId, [
+        { target: successTargetId, sourceHandle: 'source' },
+        { target: errorTargetId, sourceHandle: 'error' },
+      ])
+
+      const successNode = createMockNode(successTargetId, [], [sourceId])
+      const errorNode = createMockNode(errorTargetId, [], [sourceId])
+
+      const nodes = new Map<string, DAGNode>([
+        [sourceId, sourceNode],
+        [successTargetId, successNode],
+        [errorTargetId, errorNode],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      const output = { error: 'Something went wrong' }
+      const readyNodes = edgeManager.processOutgoingEdges(sourceNode, output)
+
+      expect(readyNodes).toContain(errorTargetId)
+      expect(readyNodes).not.toContain(successTargetId)
+    })
+
+    it('should activate source edge when no error', () => {
+      const sourceId = 'source-1'
+      const successTargetId = 'success-target'
+      const errorTargetId = 'error-target'
+
+      const sourceNode = createMockNode(sourceId, [
+        { target: successTargetId, sourceHandle: 'source' },
+        { target: errorTargetId, sourceHandle: 'error' },
+      ])
+
+      const successNode = createMockNode(successTargetId, [], [sourceId])
+      const errorNode = createMockNode(errorTargetId, [], [sourceId])
+
+      const nodes = new Map<string, DAGNode>([
+        [sourceId, sourceNode],
+        [successTargetId, successNode],
+        [errorTargetId, errorNode],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      const output = { result: 'success' }
+      const readyNodes = edgeManager.processOutgoingEdges(sourceNode, output)
+
+      expect(readyNodes).toContain(successTargetId)
+      expect(readyNodes).not.toContain(errorTargetId)
+    })
+  })
+
+  describe('Router edge handling', () => {
+    it('should activate only the selected route', () => {
+      const routerId = 'router-1'
+      const route1Id = 'route-1'
+      const route2Id = 'route-2'
+      const route3Id = 'route-3'
+
+      const routerNode = createMockNode(routerId, [
+        { target: route1Id, sourceHandle: 'router-route1' },
+        { target: route2Id, sourceHandle: 'router-route2' },
+        { target: route3Id, sourceHandle: 'router-route3' },
+      ])
+
+      const route1Node = createMockNode(route1Id, [], [routerId])
+      const route2Node = createMockNode(route2Id, [], [routerId])
+      const route3Node = createMockNode(route3Id, [], [routerId])
+
+      const nodes = new Map<string, DAGNode>([
+        [routerId, routerNode],
+        [route1Id, route1Node],
+        [route2Id, route2Node],
+        [route3Id, route3Node],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      const output = { selectedRoute: 'route2' }
+      const readyNodes = edgeManager.processOutgoingEdges(routerNode, output)
+
+      expect(readyNodes).toContain(route2Id)
+      expect(readyNodes).not.toContain(route1Id)
+      expect(readyNodes).not.toContain(route3Id)
+    })
+  })
+
+  describe('Node with multiple incoming sources', () => {
+    it('should wait for all incoming edges before becoming ready', () => {
+      const source1Id = 'source-1'
+      const source2Id = 'source-2'
+      const targetId = 'target'
+
+      const source1Node = createMockNode(source1Id, [{ target: targetId }])
+      const source2Node = createMockNode(source2Id, [{ target: targetId }])
+      const targetNode = createMockNode(targetId, [], [source1Id, source2Id])
+
+      const nodes = new Map<string, DAGNode>([
+        [source1Id, source1Node],
+        [source2Id, source2Node],
+        [targetId, targetNode],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      // Process first source
+      const readyAfterFirst = edgeManager.processOutgoingEdges(source1Node, {})
+      expect(readyAfterFirst).not.toContain(targetId)
+
+      // Process second source
+      const readyAfterSecond = edgeManager.processOutgoingEdges(source2Node, {})
+      expect(readyAfterSecond).toContain(targetId)
+    })
+  })
+
+  describe('clearDeactivatedEdgesForNodes', () => {
+    it('should clear deactivated edges for specified nodes', () => {
+      const conditionId = 'condition-1'
+      const function1Id = 'function-1'
+
+      const conditionNode = createMockNode(conditionId, [
+        { target: function1Id, sourceHandle: 'condition-if' },
+      ])
+      const function1Node = createMockNode(function1Id, [], [conditionId])
+
+      const nodes = new Map<string, DAGNode>([
+        [conditionId, conditionNode],
+        [function1Id, function1Node],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      // Deactivate edge by selecting non-existent option
+      edgeManager.processOutgoingEdges(conditionNode, { selectedOption: 'nonexistent' })
+
+      // Clear deactivated edges for condition node
+      edgeManager.clearDeactivatedEdgesForNodes(new Set([conditionId]))
+
+      // Restore incoming edge and try again
+      function1Node.incomingEdges.add(conditionId)
+
+      // Now select "if" - should work since edge is no longer deactivated
+      const readyNodes = edgeManager.processOutgoingEdges(conditionNode, { selectedOption: 'if' })
+      expect(readyNodes).toContain(function1Id)
+    })
+  })
+
+  describe('restoreIncomingEdge', () => {
+    it('should restore an incoming edge to a target node', () => {
+      const sourceId = 'source-1'
+      const targetId = 'target-1'
+
+      const sourceNode = createMockNode(sourceId, [{ target: targetId }])
+      const targetNode = createMockNode(targetId, [], [])
+
+      const nodes = new Map<string, DAGNode>([
+        [sourceId, sourceNode],
+        [targetId, targetNode],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      expect(targetNode.incomingEdges.has(sourceId)).toBe(false)
+
+      edgeManager.restoreIncomingEdge(targetId, sourceId)
+
+      expect(targetNode.incomingEdges.has(sourceId)).toBe(true)
+    })
+  })
+
+  describe('Diamond pattern (convergent paths)', () => {
+    it('should handle diamond: condition splits then converges at merge point', () => {
+      const conditionId = 'condition-1'
+      const branchAId = 'branch-a'
+      const branchBId = 'branch-b'
+      const mergeId = 'merge-point'
+
+      const conditionNode = createMockNode(conditionId, [
+        { target: branchAId, sourceHandle: 'condition-if' },
+        { target: branchBId, sourceHandle: 'condition-else' },
+      ])
+
+      const branchANode = createMockNode(branchAId, [{ target: mergeId }], [conditionId])
+      const branchBNode = createMockNode(branchBId, [{ target: mergeId }], [conditionId])
+      const mergeNode = createMockNode(mergeId, [], [branchAId, branchBId])
+
+      const nodes = new Map<string, DAGNode>([
+        [conditionId, conditionNode],
+        [branchAId, branchANode],
+        [branchBId, branchBNode],
+        [mergeId, mergeNode],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      // Select "if" branch
+      const output = { selectedOption: 'if' }
+      const readyNodes = edgeManager.processOutgoingEdges(conditionNode, output)
+
+      // Branch A should be ready
+      expect(readyNodes).toContain(branchAId)
+      expect(readyNodes).not.toContain(branchBId)
+
+      // Process branch A completing
+      const mergeReady = edgeManager.processOutgoingEdges(branchANode, {})
+
+      // Merge point should be ready since branch B was deactivated
+      expect(mergeReady).toContain(mergeId)
+    })
+
+    it('should wait for both branches when both are active (parallel merge)', () => {
+      const source1Id = 'source-1'
+      const source2Id = 'source-2'
+      const mergeId = 'merge-point'
+
+      const source1Node = createMockNode(source1Id, [{ target: mergeId }])
+      const source2Node = createMockNode(source2Id, [{ target: mergeId }])
+      const mergeNode = createMockNode(mergeId, [], [source1Id, source2Id])
+
+      const nodes = new Map<string, DAGNode>([
+        [source1Id, source1Node],
+        [source2Id, source2Node],
+        [mergeId, mergeNode],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      // Process first source
+      const readyAfterFirst = edgeManager.processOutgoingEdges(source1Node, {})
+      expect(readyAfterFirst).not.toContain(mergeId)
+
+      // Process second source
+      const readyAfterSecond = edgeManager.processOutgoingEdges(source2Node, {})
+      expect(readyAfterSecond).toContain(mergeId)
+    })
+  })
+
+  describe('Error edge cascading', () => {
+    it('should cascade-deactivate success path when error occurs', () => {
+      const sourceId = 'source'
+      const successId = 'success-handler'
+      const errorId = 'error-handler'
+      const afterSuccessId = 'after-success'
+
+      const sourceNode = createMockNode(sourceId, [
+        { target: successId, sourceHandle: 'source' },
+        { target: errorId, sourceHandle: 'error' },
+      ])
+
+      const successNode = createMockNode(successId, [{ target: afterSuccessId }], [sourceId])
+      const errorNode = createMockNode(errorId, [], [sourceId])
+      const afterSuccessNode = createMockNode(afterSuccessId, [], [successId])
+
+      const nodes = new Map<string, DAGNode>([
+        [sourceId, sourceNode],
+        [successId, successNode],
+        [errorId, errorNode],
+        [afterSuccessId, afterSuccessNode],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      // Source produces an error
+      const output = { error: 'Something failed' }
+      const readyNodes = edgeManager.processOutgoingEdges(sourceNode, output)
+
+      // Error handler should be ready, success handler should not
+      expect(readyNodes).toContain(errorId)
+      expect(readyNodes).not.toContain(successId)
+    })
+
+    it('should cascade-deactivate error path when success occurs', () => {
+      const sourceId = 'source'
+      const successId = 'success-handler'
+      const errorId = 'error-handler'
+      const afterErrorId = 'after-error'
+
+      const sourceNode = createMockNode(sourceId, [
+        { target: successId, sourceHandle: 'source' },
+        { target: errorId, sourceHandle: 'error' },
+      ])
+
+      const successNode = createMockNode(successId, [], [sourceId])
+      const errorNode = createMockNode(errorId, [{ target: afterErrorId }], [sourceId])
+      const afterErrorNode = createMockNode(afterErrorId, [], [errorId])
+
+      const nodes = new Map<string, DAGNode>([
+        [sourceId, sourceNode],
+        [successId, successNode],
+        [errorId, errorNode],
+        [afterErrorId, afterErrorNode],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      // Source succeeds
+      const output = { result: 'success' }
+      const readyNodes = edgeManager.processOutgoingEdges(sourceNode, output)
+
+      // Success handler should be ready, error handler should not
+      expect(readyNodes).toContain(successId)
+      expect(readyNodes).not.toContain(errorId)
+    })
+
+    it('should handle error edge to same target as success edge', () => {
+      const sourceId = 'source'
+      const handlerId = 'handler'
+
+      const sourceNode = createMockNode(sourceId, [
+        { target: handlerId, sourceHandle: 'source' },
+        { target: handlerId, sourceHandle: 'error' },
+      ])
+
+      const handlerNode = createMockNode(handlerId, [], [sourceId])
+
+      const nodes = new Map<string, DAGNode>([
+        [sourceId, sourceNode],
+        [handlerId, handlerNode],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      // When error occurs, handler should still be ready via error edge
+      const errorOutput = { error: 'Failed' }
+      const readyWithError = edgeManager.processOutgoingEdges(sourceNode, errorOutput)
+      expect(readyWithError).toContain(handlerId)
+    })
+  })
+
+  describe('Chained conditions', () => {
+    it('should handle sequential conditions (condition1 → condition2)', () => {
+      const condition1Id = 'condition-1'
+      const condition2Id = 'condition-2'
+      const target1Id = 'target-1'
+      const target2Id = 'target-2'
+
+      const condition1Node = createMockNode(condition1Id, [
+        { target: condition2Id, sourceHandle: 'condition-if' },
+        { target: target1Id, sourceHandle: 'condition-else' },
+      ])
+
+      const condition2Node = createMockNode(
+        condition2Id,
+        [
+          { target: target2Id, sourceHandle: 'condition-if' },
+          { target: target1Id, sourceHandle: 'condition-else' },
+        ],
+        [condition1Id]
+      )
+
+      const target1Node = createMockNode(target1Id, [], [condition1Id, condition2Id])
+      const target2Node = createMockNode(target2Id, [], [condition2Id])
+
+      const nodes = new Map<string, DAGNode>([
+        [condition1Id, condition1Node],
+        [condition2Id, condition2Node],
+        [target1Id, target1Node],
+        [target2Id, target2Node],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      // First condition: select "if" → goes to condition2
+      const ready1 = edgeManager.processOutgoingEdges(condition1Node, { selectedOption: 'if' })
+      expect(ready1).toContain(condition2Id)
+      expect(ready1).not.toContain(target1Id)
+
+      // Second condition: select "else" → goes to target1
+      const ready2 = edgeManager.processOutgoingEdges(condition2Node, { selectedOption: 'else' })
+      expect(ready2).toContain(target1Id)
+      expect(ready2).not.toContain(target2Id)
+    })
+  })
+
+  describe('Loop edge handling', () => {
+    it('should skip backwards edge when skipBackwardsEdge is true', () => {
+      const loopStartId = 'loop-start'
+      const loopBodyId = 'loop-body'
+
+      const loopStartNode = createMockNode(loopStartId, [
+        { target: loopBodyId, sourceHandle: 'loop-start-source' },
+      ])
+
+      // Use correct constant: loop_continue (with underscore)
+      const loopBodyNode = createMockNode(
+        loopBodyId,
+        [{ target: loopStartId, sourceHandle: 'loop_continue' }],
+        [loopStartId]
+      )
+
+      const nodes = new Map<string, DAGNode>([
+        [loopStartId, loopStartNode],
+        [loopBodyId, loopBodyNode],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      // Process with skipBackwardsEdge = true
+      const readyNodes = edgeManager.processOutgoingEdges(loopBodyNode, {}, true)
+
+      // Loop start should NOT be activated because we're skipping backwards edges
+      expect(readyNodes).not.toContain(loopStartId)
+    })
+
+    it('should include backwards edge when skipBackwardsEdge is false', () => {
+      const loopStartId = 'loop-start'
+      const loopBodyId = 'loop-body'
+
+      // Use correct constant: loop_continue (with underscore)
+      const loopBodyNode = createMockNode(loopBodyId, [
+        { target: loopStartId, sourceHandle: 'loop_continue' },
+      ])
+
+      const loopStartNode = createMockNode(loopStartId, [], [loopBodyId])
+
+      const nodes = new Map<string, DAGNode>([
+        [loopStartId, loopStartNode],
+        [loopBodyId, loopBodyNode],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      // Process without skipping backwards edges
+      const readyNodes = edgeManager.processOutgoingEdges(loopBodyNode, {}, false)
+
+      // Loop start should be activated
+      expect(readyNodes).toContain(loopStartId)
+    })
+
+    it('should handle loop-exit vs loop-continue based on selectedRoute', () => {
+      const loopCheckId = 'loop-check'
+      const loopBodyId = 'loop-body'
+      const afterLoopId = 'after-loop'
+
+      // Use correct constants: loop_continue, loop_exit (with underscores)
+      const loopCheckNode = createMockNode(loopCheckId, [
+        { target: loopBodyId, sourceHandle: 'loop_continue' },
+        { target: afterLoopId, sourceHandle: 'loop_exit' },
+      ])
+
+      const loopBodyNode = createMockNode(loopBodyId, [], [loopCheckId])
+      const afterLoopNode = createMockNode(afterLoopId, [], [loopCheckId])
+
+      const nodes = new Map<string, DAGNode>([
+        [loopCheckId, loopCheckNode],
+        [loopBodyId, loopBodyNode],
+        [afterLoopId, afterLoopNode],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      // Test loop-exit selection using the correct constant value
+      const exitOutput = { selectedRoute: 'loop_exit' }
+      const exitReady = edgeManager.processOutgoingEdges(loopCheckNode, exitOutput)
+      expect(exitReady).toContain(afterLoopId)
+      expect(exitReady).not.toContain(loopBodyId)
+    })
+  })
+
+  describe('Complex routing patterns', () => {
+    it('should handle 3+ conditions pointing to same target', () => {
+      const conditionId = 'condition-1'
+      const targetId = 'target'
+      const altTargetId = 'alt-target'
+
+      const conditionNode = createMockNode(conditionId, [
+        { target: targetId, sourceHandle: 'condition-cond1' },
+        { target: targetId, sourceHandle: 'condition-cond2' },
+        { target: targetId, sourceHandle: 'condition-cond3' },
+        { target: altTargetId, sourceHandle: 'condition-else' },
+      ])
+
+      const targetNode = createMockNode(targetId, [], [conditionId])
+      const altTargetNode = createMockNode(altTargetId, [], [conditionId])
+
+      const nodes = new Map<string, DAGNode>([
+        [conditionId, conditionNode],
+        [targetId, targetNode],
+        [altTargetId, altTargetNode],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      // Select middle condition
+      const output = { selectedOption: 'cond2' }
+      const readyNodes = edgeManager.processOutgoingEdges(conditionNode, output)
+
+      expect(readyNodes).toContain(targetId)
+      expect(readyNodes).not.toContain(altTargetId)
+    })
+
+    it('should handle no matching condition (all edges deactivated)', () => {
+      const conditionId = 'condition-1'
+      const target1Id = 'target-1'
+      const target2Id = 'target-2'
+
+      const conditionNode = createMockNode(conditionId, [
+        { target: target1Id, sourceHandle: 'condition-cond1' },
+        { target: target2Id, sourceHandle: 'condition-cond2' },
+      ])
+
+      const target1Node = createMockNode(target1Id, [], [conditionId])
+      const target2Node = createMockNode(target2Id, [], [conditionId])
+
+      const nodes = new Map<string, DAGNode>([
+        [conditionId, conditionNode],
+        [target1Id, target1Node],
+        [target2Id, target2Node],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      // Select non-existent condition
+      const output = { selectedOption: 'nonexistent' }
+      const readyNodes = edgeManager.processOutgoingEdges(conditionNode, output)
+
+      // No nodes should be ready
+      expect(readyNodes).not.toContain(target1Id)
+      expect(readyNodes).not.toContain(target2Id)
+      expect(readyNodes).toHaveLength(0)
+    })
+  })
+
+  describe('Edge with no sourceHandle (default edge)', () => {
+    it('should activate edge without sourceHandle by default', () => {
+      const sourceId = 'source'
+      const targetId = 'target'
+
+      const sourceNode = createMockNode(sourceId, [{ target: targetId }])
+      const targetNode = createMockNode(targetId, [], [sourceId])
+
+      const nodes = new Map<string, DAGNode>([
+        [sourceId, sourceNode],
+        [targetId, targetNode],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      const readyNodes = edgeManager.processOutgoingEdges(sourceNode, {})
+
+      expect(readyNodes).toContain(targetId)
+    })
+
+    it('should not activate default edge when error occurs', () => {
+      const sourceId = 'source'
+      const targetId = 'target'
+      const errorTargetId = 'error-target'
+
+      const sourceNode = createMockNode(sourceId, [
+        { target: targetId },
+        { target: errorTargetId, sourceHandle: 'error' },
+      ])
+
+      const targetNode = createMockNode(targetId, [], [sourceId])
+      const errorTargetNode = createMockNode(errorTargetId, [], [sourceId])
+
+      const nodes = new Map<string, DAGNode>([
+        [sourceId, sourceNode],
+        [targetId, targetNode],
+        [errorTargetId, errorTargetNode],
+      ])
+
+      const dag = createMockDAG(nodes)
+      const edgeManager = new EdgeManager(dag)
+
+      // When no explicit error, default edge should be activated
+      const successReady = edgeManager.processOutgoingEdges(sourceNode, { result: 'ok' })
+      expect(successReady).toContain(targetId)
+    })
+  })
+})
diff --git a/apps/sim/executor/execution/edge-manager.ts b/apps/sim/executor/execution/edge-manager.ts
index ec69512e7..dc04a4cec 100644
--- a/apps/sim/executor/execution/edge-manager.ts
+++ b/apps/sim/executor/execution/edge-manager.ts
@@ -18,7 +18,10 @@ export class EdgeManager {
   ): string[] {
     const readyNodes: string[] = []
     const activatedTargets: string[] = []
+    const edgesToDeactivate: Array<{ target: string; handle?: string }> = []
 
+    // First pass: categorize edges as activating or deactivating
+    // Don't modify incomingEdges yet - we need the original state for deactivation checks
     for (const [edgeId, edge] of node.outgoingEdges) {
       if (skipBackwardsEdge && this.isBackwardsEdge(edge.sourceHandle)) {
         continue
@@ -32,23 +35,31 @@ export class EdgeManager {
           edge.sourceHandle === EDGE.LOOP_EXIT
 
         if (!isLoopEdge) {
-          this.deactivateEdgeAndDescendants(node.id, edge.target, edge.sourceHandle)
+          edgesToDeactivate.push({ target: edge.target, handle: edge.sourceHandle })
         }
-
         continue
       }
 
-      const targetNode = this.dag.nodes.get(edge.target)
-      if (!targetNode) {
-        logger.warn('Target node not found', { target: edge.target })
-        continue
-      }
-
-      targetNode.incomingEdges.delete(node.id)
       activatedTargets.push(edge.target)
     }
 
-    // Check readiness after all edges processed to ensure cascade deactivations are complete
+    // Second pass: process deactivations while incomingEdges is still intact
+    // This ensures hasActiveIncomingEdges can find all potential sources
+    for (const { target, handle } of edgesToDeactivate) {
+      this.deactivateEdgeAndDescendants(node.id, target, handle)
+    }
+
+    // Third pass: update incomingEdges for activated targets
+    for (const targetId of activatedTargets) {
+      const targetNode = this.dag.nodes.get(targetId)
+      if (!targetNode) {
+        logger.warn('Target node not found', { target: targetId })
+        continue
+      }
+      targetNode.incomingEdges.delete(node.id)
+    }
+
+    // Fourth pass: check readiness after all edge processing is complete
     for (const targetId of activatedTargets) {
       const targetNode = this.dag.nodes.get(targetId)
       if (targetNode && this.isNodeReady(targetNode)) {
@@ -162,7 +173,10 @@ export class EdgeManager {
     const targetNode = this.dag.nodes.get(targetId)
     if (!targetNode) return
 
-    const hasOtherActiveIncoming = this.hasActiveIncomingEdges(targetNode, sourceId)
+    // Check if target has other active incoming edges
+    // Pass the specific edge key being deactivated, not just source ID,
+    // to handle multiple edges from same source to same target (e.g., condition branches)
+    const hasOtherActiveIncoming = this.hasActiveIncomingEdges(targetNode, edgeKey)
     if (!hasOtherActiveIncoming) {
       for (const [_, outgoingEdge] of targetNode.outgoingEdges) {
         this.deactivateEdgeAndDescendants(targetId, outgoingEdge.target, outgoingEdge.sourceHandle)
@@ -170,10 +184,13 @@ export class EdgeManager {
     }
   }
 
-  private hasActiveIncomingEdges(node: DAGNode, excludeSourceId: string): boolean {
+  /**
+   * Checks if a node has any active incoming edges besides the one being excluded.
+   * This properly handles the case where multiple edges from the same source go to
+   * the same target (e.g., multiple condition branches pointing to one block).
+   */
+  private hasActiveIncomingEdges(node: DAGNode, excludeEdgeKey: string): boolean {
     for (const incomingSourceId of node.incomingEdges) {
-      if (incomingSourceId === excludeSourceId) continue
-
       const incomingNode = this.dag.nodes.get(incomingSourceId)
       if (!incomingNode) continue
 
@@ -184,6 +201,8 @@ export class EdgeManager {
             node.id,
             incomingEdge.sourceHandle
           )
+          // Skip the specific edge being excluded, but check other edges from same source
+          if (incomingEdgeKey === excludeEdgeKey) continue
           if (!this.deactivatedEdges.has(incomingEdgeKey)) {
             return true
           }
diff --git a/apps/sim/executor/handlers/condition/condition-handler.test.ts b/apps/sim/executor/handlers/condition/condition-handler.test.ts
index 7dd6e5cee..abc415948 100644
--- a/apps/sim/executor/handlers/condition/condition-handler.test.ts
+++ b/apps/sim/executor/handlers/condition/condition-handler.test.ts
@@ -21,9 +21,18 @@ vi.mock('@/tools', () => ({
   executeTool: vi.fn(),
 }))
 
+vi.mock('@/executor/utils/block-data', () => ({
+  collectBlockData: vi.fn(() => ({
+    blockData: { 'source-block-1': { value: 10, text: 'hello' } },
+    blockNameMapping: { 'Source Block': 'source-block-1' },
+  })),
+}))
+
+import { collectBlockData } from '@/executor/utils/block-data'
 import { executeTool } from '@/tools'
 
 const mockExecuteTool = executeTool as ReturnType<typeof vi.fn>
+const mockCollectBlockData = collectBlockData as ReturnType<typeof vi.fn>
 
 /**
  * Simulates what the function_execute tool does when evaluating condition code
@@ -34,8 +43,6 @@ function simulateConditionExecution(code: string): {
   error?: string
 } {
   try {
-    // The code is in format: "const context = {...};\nreturn Boolean(...)"
-    // We need to execute it and return the result
     const fn = new Function(code)
     const result = fn()
     return { success: true, output: { result } }
@@ -55,8 +62,6 @@ describe('ConditionBlockHandler', () => {
   let mockSourceBlock: SerializedBlock
   let mockTargetBlock1: SerializedBlock
   let mockTargetBlock2: SerializedBlock
-  let mockResolver: any
-  let mockPathTracker: any
 
   beforeEach(() => {
     mockSourceBlock = {
@@ -113,18 +118,11 @@ describe('ConditionBlockHandler', () => {
       ],
     }
 
-    mockResolver = {
-      resolveVariableReferences: vi.fn((expr) => expr),
-      resolveBlockReferences: vi.fn((expr) => expr),
-      resolveEnvVariables: vi.fn((expr) => expr),
-    }
-
-    mockPathTracker = {}
-
-    handler = new ConditionBlockHandler(mockPathTracker, mockResolver)
+    handler = new ConditionBlockHandler()
 
     mockContext = {
       workflowId: 'test-workflow-id',
+      workspaceId: 'test-workspace-id',
       blockStates: new Map<string, BlockState>([
         [
           mockSourceBlock.id,
@@ -137,7 +135,8 @@ describe('ConditionBlockHandler', () => {
       ]),
       blockLogs: [],
       metadata: { duration: 0 },
-      environmentVariables: {},
+      environmentVariables: { API_KEY: 'test-key' },
+      workflowVariables: { userName: { name: 'userName', value: 'john', type: 'plain' } },
       decisions: { router: new Map(), condition: new Map() },
       loopExecutions: new Map(),
       executedBlocks: new Set([mockSourceBlock.id]),
@@ -178,26 +177,41 @@ describe('ConditionBlockHandler', () => {
       selectedOption: 'cond1',
     }
 
-    mockResolver.resolveVariableReferences.mockReturnValue('context.value > 5')
-    mockResolver.resolveBlockReferences.mockReturnValue('context.value > 5')
-    mockResolver.resolveEnvVariables.mockReturnValue('context.value > 5')
-
     const result = await handler.execute(mockContext, mockBlock, inputs)
 
-    expect(mockResolver.resolveVariableReferences).toHaveBeenCalledWith(
-      'context.value > 5',
-      mockBlock
-    )
-    expect(mockResolver.resolveBlockReferences).toHaveBeenCalledWith(
-      'context.value > 5',
-      mockContext,
-      mockBlock
-    )
-    expect(mockResolver.resolveEnvVariables).toHaveBeenCalledWith('context.value > 5')
     expect(result).toEqual(expectedOutput)
     expect(mockContext.decisions.condition.get(mockBlock.id)).toBe('cond1')
   })
 
+  it('should pass correct parameters to function_execute tool', async () => {
+    const conditions = [
+      { id: 'cond1', title: 'if', value: 'context.value > 5' },
+      { id: 'else1', title: 'else', value: '' },
+    ]
+    const inputs = { conditions: JSON.stringify(conditions) }
+
+    await handler.execute(mockContext, mockBlock, inputs)
+
+    expect(mockExecuteTool).toHaveBeenCalledWith(
+      'function_execute',
+      expect.objectContaining({
+        code: expect.stringContaining('context.value > 5'),
+        timeout: 5000,
+        envVars: mockContext.environmentVariables,
+        workflowVariables: mockContext.workflowVariables,
+        blockData: { 'source-block-1': { value: 10, text: 'hello' } },
+        blockNameMapping: { 'Source Block': 'source-block-1' },
+        _context: {
+          workflowId: 'test-workflow-id',
+          workspaceId: 'test-workspace-id',
+        },
+      }),
+      false,
+      false,
+      mockContext
+    )
+  })
+
   it('should select the else path if other conditions fail', async () => {
     const conditions = [
       { id: 'cond1', title: 'if', value: 'context.value < 0' }, // Should fail (10 < 0 is false)
@@ -217,22 +231,8 @@ describe('ConditionBlockHandler', () => {
       selectedOption: 'else1',
     }
 
-    mockResolver.resolveVariableReferences.mockReturnValue('context.value < 0')
-    mockResolver.resolveBlockReferences.mockReturnValue('context.value < 0')
-    mockResolver.resolveEnvVariables.mockReturnValue('context.value < 0')
-
     const result = await handler.execute(mockContext, mockBlock, inputs)
 
-    expect(mockResolver.resolveVariableReferences).toHaveBeenCalledWith(
-      'context.value < 0',
-      mockBlock
-    )
-    expect(mockResolver.resolveBlockReferences).toHaveBeenCalledWith(
-      'context.value < 0',
-      mockContext,
-      mockBlock
-    )
-    expect(mockResolver.resolveEnvVariables).toHaveBeenCalledWith('context.value < 0')
     expect(result).toEqual(expectedOutput)
     expect(mockContext.decisions.condition.get(mockBlock.id)).toBe('else1')
   })
@@ -245,101 +245,6 @@ describe('ConditionBlockHandler', () => {
     )
   })
 
-  it('should resolve references in conditions before evaluation', async () => {
-    const conditions = [
-      { id: 'cond1', title: 'if', value: '{{source-block-1.value}} > 5' },
-      { id: 'else1', title: 'else', value: '' },
-    ]
-    const inputs = { conditions: JSON.stringify(conditions) }
-
-    mockResolver.resolveVariableReferences.mockReturnValue('{{source-block-1.value}} > 5')
-    mockResolver.resolveBlockReferences.mockReturnValue('10 > 5')
-    mockResolver.resolveEnvVariables.mockReturnValue('10 > 5')
-
-    await handler.execute(mockContext, mockBlock, inputs)
-
-    expect(mockResolver.resolveVariableReferences).toHaveBeenCalledWith(
-      '{{source-block-1.value}} > 5',
-      mockBlock
-    )
-    expect(mockResolver.resolveBlockReferences).toHaveBeenCalledWith(
-      '{{source-block-1.value}} > 5',
-      mockContext,
-      mockBlock
-    )
-    expect(mockResolver.resolveEnvVariables).toHaveBeenCalledWith('10 > 5')
-    expect(mockContext.decisions.condition.get(mockBlock.id)).toBe('cond1')
-  })
-
-  it('should resolve variable references in conditions', async () => {
-    const conditions = [
-      { id: 'cond1', title: 'if', value: '<variable.userName> !== null' },
-      { id: 'else1', title: 'else', value: '' },
-    ]
-    const inputs = { conditions: JSON.stringify(conditions) }
-
-    mockResolver.resolveVariableReferences.mockReturnValue('"john" !== null')
-    mockResolver.resolveBlockReferences.mockReturnValue('"john" !== null')
-    mockResolver.resolveEnvVariables.mockReturnValue('"john" !== null')
-
-    await handler.execute(mockContext, mockBlock, inputs)
-
-    expect(mockResolver.resolveVariableReferences).toHaveBeenCalledWith(
-      '<variable.userName> !== null',
-      mockBlock
-    )
-    expect(mockResolver.resolveBlockReferences).toHaveBeenCalledWith(
-      '"john" !== null',
-      mockContext,
-      mockBlock
-    )
-    expect(mockResolver.resolveEnvVariables).toHaveBeenCalledWith('"john" !== null')
-    expect(mockContext.decisions.condition.get(mockBlock.id)).toBe('cond1')
-  })
-
-  it('should resolve environment variables in conditions', async () => {
-    const conditions = [
-      { id: 'cond1', title: 'if', value: '{{POOP}} === "hi"' },
-      { id: 'else1', title: 'else', value: '' },
-    ]
-    const inputs = { conditions: JSON.stringify(conditions) }
-
-    mockResolver.resolveVariableReferences.mockReturnValue('{{POOP}} === "hi"')
-    mockResolver.resolveBlockReferences.mockReturnValue('{{POOP}} === "hi"')
-    mockResolver.resolveEnvVariables.mockReturnValue('"hi" === "hi"')
-
-    await handler.execute(mockContext, mockBlock, inputs)
-
-    expect(mockResolver.resolveVariableReferences).toHaveBeenCalledWith(
-      '{{POOP}} === "hi"',
-      mockBlock
-    )
-    expect(mockResolver.resolveBlockReferences).toHaveBeenCalledWith(
-      '{{POOP}} === "hi"',
-      mockContext,
-      mockBlock
-    )
-    expect(mockResolver.resolveEnvVariables).toHaveBeenCalledWith('{{POOP}} === "hi"')
-    expect(mockContext.decisions.condition.get(mockBlock.id)).toBe('cond1')
-  })
-
-  it('should throw error if reference resolution fails', async () => {
-    const conditions = [
-      { id: 'cond1', title: 'if', value: '{{invalid-ref}}' },
-      { id: 'else1', title: 'else', value: '' },
-    ]
-    const inputs = { conditions: JSON.stringify(conditions) }
-
-    const resolutionError = new Error('Could not resolve reference: invalid-ref')
-    mockResolver.resolveVariableReferences.mockImplementation(() => {
-      throw resolutionError
-    })
-
-    await expect(handler.execute(mockContext, mockBlock, inputs)).rejects.toThrow(
-      'Failed to resolve references in condition: Could not resolve reference: invalid-ref'
-    )
-  })
-
   it('should handle evaluation errors gracefully', async () => {
     const conditions = [
       { id: 'cond1', title: 'if', value: 'context.nonExistentProperty.doSomething()' },
@@ -347,12 +252,6 @@ describe('ConditionBlockHandler', () => {
     ]
     const inputs = { conditions: JSON.stringify(conditions) }
 
-    mockResolver.resolveVariableReferences.mockReturnValue(
-      'context.nonExistentProperty.doSomething()'
-    )
-    mockResolver.resolveBlockReferences.mockReturnValue('context.nonExistentProperty.doSomething()')
-    mockResolver.resolveEnvVariables.mockReturnValue('context.nonExistentProperty.doSomething()')
-
     await expect(handler.execute(mockContext, mockBlock, inputs)).rejects.toThrow(
       /Evaluation error in condition "if".*doSomething/
     )
@@ -367,10 +266,6 @@ describe('ConditionBlockHandler', () => {
       blockStates: new Map<string, BlockState>(),
     }
 
-    mockResolver.resolveVariableReferences.mockReturnValue('true')
-    mockResolver.resolveBlockReferences.mockReturnValue('true')
-    mockResolver.resolveEnvVariables.mockReturnValue('true')
-
     const result = await handler.execute(contextWithoutSource, mockBlock, inputs)
 
     expect(result).toHaveProperty('conditionResult', true)
@@ -383,10 +278,6 @@ describe('ConditionBlockHandler', () => {
 
     mockContext.workflow!.blocks = [mockSourceBlock, mockBlock, mockTargetBlock2]
 
-    mockResolver.resolveVariableReferences.mockReturnValue('true')
-    mockResolver.resolveBlockReferences.mockReturnValue('true')
-    mockResolver.resolveEnvVariables.mockReturnValue('true')
-
     await expect(handler.execute(mockContext, mockBlock, inputs)).rejects.toThrow(
       `Target block ${mockTargetBlock1.id} not found`
     )
@@ -408,16 +299,6 @@ describe('ConditionBlockHandler', () => {
       },
     ]
 
-    mockResolver.resolveVariableReferences
-      .mockReturnValueOnce('false')
-      .mockReturnValueOnce('context.value === 99')
-    mockResolver.resolveBlockReferences
-      .mockReturnValueOnce('false')
-      .mockReturnValueOnce('context.value === 99')
-    mockResolver.resolveEnvVariables
-      .mockReturnValueOnce('false')
-      .mockReturnValueOnce('context.value === 99')
-
     const result = await handler.execute(mockContext, mockBlock, inputs)
 
     expect((result as any).conditionResult).toBe(false)
@@ -433,13 +314,317 @@ describe('ConditionBlockHandler', () => {
     ]
     const inputs = { conditions: JSON.stringify(conditions) }
 
-    mockResolver.resolveVariableReferences.mockReturnValue('context.item === "apple"')
-    mockResolver.resolveBlockReferences.mockReturnValue('context.item === "apple"')
-    mockResolver.resolveEnvVariables.mockReturnValue('context.item === "apple"')
-
     const result = await handler.execute(mockContext, mockBlock, inputs)
 
     expect(mockContext.decisions.condition.get(mockBlock.id)).toBe('else1')
     expect((result as any).selectedOption).toBe('else1')
   })
+
+  it('should use collectBlockData to gather block state', async () => {
+    const conditions = [
+      { id: 'cond1', title: 'if', value: 'true' },
+      { id: 'else1', title: 'else', value: '' },
+    ]
+    const inputs = { conditions: JSON.stringify(conditions) }
+
+    await handler.execute(mockContext, mockBlock, inputs)
+
+    expect(mockCollectBlockData).toHaveBeenCalledWith(mockContext)
+  })
+
+  it('should handle function_execute tool failure', async () => {
+    const conditions = [
+      { id: 'cond1', title: 'if', value: 'context.value > 5' },
+      { id: 'else1', title: 'else', value: '' },
+    ]
+    const inputs = { conditions: JSON.stringify(conditions) }
+
+    mockExecuteTool.mockResolvedValueOnce({
+      success: false,
+      error: 'Execution timeout',
+    })
+
+    await expect(handler.execute(mockContext, mockBlock, inputs)).rejects.toThrow(
+      /Evaluation error in condition "if".*Execution timeout/
+    )
+  })
+
+  describe('Multiple branches to same target', () => {
+    it('should handle if and else pointing to same target', async () => {
+      const conditions = [
+        { id: 'cond1', title: 'if', value: 'context.value > 5' },
+        { id: 'else1', title: 'else', value: '' },
+      ]
+      const inputs = { conditions: JSON.stringify(conditions) }
+
+      // Both branches point to the same target
+      mockContext.workflow!.connections = [
+        { source: mockSourceBlock.id, target: mockBlock.id },
+        { source: mockBlock.id, target: mockTargetBlock1.id, sourceHandle: 'condition-cond1' },
+        { source: mockBlock.id, target: mockTargetBlock1.id, sourceHandle: 'condition-else1' },
+      ]
+
+      const result = await handler.execute(mockContext, mockBlock, inputs)
+
+      expect((result as any).conditionResult).toBe(true)
+      expect((result as any).selectedOption).toBe('cond1')
+      expect((result as any).selectedPath).toEqual({
+        blockId: mockTargetBlock1.id,
+        blockType: 'target',
+        blockTitle: 'Target Block 1',
+      })
+    })
+
+    it('should select else branch to same target when if fails', async () => {
+      const conditions = [
+        { id: 'cond1', title: 'if', value: 'context.value < 0' },
+        { id: 'else1', title: 'else', value: '' },
+      ]
+      const inputs = { conditions: JSON.stringify(conditions) }
+
+      // Both branches point to the same target
+      mockContext.workflow!.connections = [
+        { source: mockSourceBlock.id, target: mockBlock.id },
+        { source: mockBlock.id, target: mockTargetBlock1.id, sourceHandle: 'condition-cond1' },
+        { source: mockBlock.id, target: mockTargetBlock1.id, sourceHandle: 'condition-else1' },
+      ]
+
+      const result = await handler.execute(mockContext, mockBlock, inputs)
+
+      expect((result as any).conditionResult).toBe(true)
+      expect((result as any).selectedOption).toBe('else1')
+      expect((result as any).selectedPath).toEqual({
+        blockId: mockTargetBlock1.id,
+        blockType: 'target',
+        blockTitle: 'Target Block 1',
+      })
+    })
+
+    it('should handle if→A, elseif→B, else→A pattern', async () => {
+      const conditions = [
+        { id: 'cond1', title: 'if', value: 'context.value === 1' },
+        { id: 'cond2', title: 'else if', value: 'context.value === 2' },
+        { id: 'else1', title: 'else', value: '' },
+      ]
+      const inputs = { conditions: JSON.stringify(conditions) }
+
+      mockContext.workflow!.connections = [
+        { source: mockSourceBlock.id, target: mockBlock.id },
+        { source: mockBlock.id, target: mockTargetBlock1.id, sourceHandle: 'condition-cond1' },
+        { source: mockBlock.id, target: mockTargetBlock2.id, sourceHandle: 'condition-cond2' },
+        { source: mockBlock.id, target: mockTargetBlock1.id, sourceHandle: 'condition-else1' },
+      ]
+
+      // value is 10, so else should be selected (pointing to target 1)
+      const result = await handler.execute(mockContext, mockBlock, inputs)
+
+      expect((result as any).conditionResult).toBe(true)
+      expect((result as any).selectedOption).toBe('else1')
+      expect((result as any).selectedPath?.blockId).toBe(mockTargetBlock1.id)
+    })
+  })
+
+  describe('Condition evaluation with different data types', () => {
+    it('should evaluate string comparison conditions', async () => {
+      ;(mockContext.blockStates as any).set(mockSourceBlock.id, {
+        output: { name: 'test', status: 'active' },
+        executed: true,
+        executionTime: 100,
+      })
+
+      const conditions = [
+        { id: 'cond1', title: 'if', value: 'context.status === "active"' },
+        { id: 'else1', title: 'else', value: '' },
+      ]
+      const inputs = { conditions: JSON.stringify(conditions) }
+
+      const result = await handler.execute(mockContext, mockBlock, inputs)
+
+      expect((result as any).selectedOption).toBe('cond1')
+    })
+
+    it('should evaluate boolean conditions', async () => {
+      ;(mockContext.blockStates as any).set(mockSourceBlock.id, {
+        output: { isEnabled: true, count: 5 },
+        executed: true,
+        executionTime: 100,
+      })
+
+      const conditions = [
+        { id: 'cond1', title: 'if', value: 'context.isEnabled' },
+        { id: 'else1', title: 'else', value: '' },
+      ]
+      const inputs = { conditions: JSON.stringify(conditions) }
+
+      const result = await handler.execute(mockContext, mockBlock, inputs)
+
+      expect((result as any).selectedOption).toBe('cond1')
+    })
+
+    it('should evaluate array length conditions', async () => {
+      ;(mockContext.blockStates as any).set(mockSourceBlock.id, {
+        output: { items: [1, 2, 3, 4, 5] },
+        executed: true,
+        executionTime: 100,
+      })
+
+      const conditions = [
+        { id: 'cond1', title: 'if', value: 'context.items.length > 3' },
+        { id: 'else1', title: 'else', value: '' },
+      ]
+      const inputs = { conditions: JSON.stringify(conditions) }
+
+      const result = await handler.execute(mockContext, mockBlock, inputs)
+
+      expect((result as any).selectedOption).toBe('cond1')
+    })
+
+    it('should evaluate null/undefined check conditions', async () => {
+      ;(mockContext.blockStates as any).set(mockSourceBlock.id, {
+        output: { data: null },
+        executed: true,
+        executionTime: 100,
+      })
+
+      const conditions = [
+        { id: 'cond1', title: 'if', value: 'context.data === null' },
+        { id: 'else1', title: 'else', value: '' },
+      ]
+      const inputs = { conditions: JSON.stringify(conditions) }
+
+      const result = await handler.execute(mockContext, mockBlock, inputs)
+
+      expect((result as any).selectedOption).toBe('cond1')
+    })
+  })
+
+  describe('Multiple else-if conditions', () => {
+    it('should evaluate multiple else-if conditions in order', async () => {
+      ;(mockContext.blockStates as any).set(mockSourceBlock.id, {
+        output: { score: 75 },
+        executed: true,
+        executionTime: 100,
+      })
+
+      const mockTargetBlock3: SerializedBlock = {
+        id: 'target-block-3',
+        metadata: { id: 'target', name: 'Target Block 3' },
+        position: { x: 100, y: 200 },
+        config: { tool: 'target_tool_3', params: {} },
+        inputs: {},
+        outputs: {},
+        enabled: true,
+      }
+
+      mockContext.workflow!.blocks!.push(mockTargetBlock3)
+
+      const conditions = [
+        { id: 'cond1', title: 'if', value: 'context.score >= 90' },
+        { id: 'cond2', title: 'else if', value: 'context.score >= 70' },
+        { id: 'cond3', title: 'else if', value: 'context.score >= 50' },
+        { id: 'else1', title: 'else', value: '' },
+      ]
+      const inputs = { conditions: JSON.stringify(conditions) }
+
+      mockContext.workflow!.connections = [
+        { source: mockSourceBlock.id, target: mockBlock.id },
+        { source: mockBlock.id, target: mockTargetBlock1.id, sourceHandle: 'condition-cond1' },
+        { source: mockBlock.id, target: mockTargetBlock2.id, sourceHandle: 'condition-cond2' },
+        { source: mockBlock.id, target: mockTargetBlock3.id, sourceHandle: 'condition-cond3' },
+        { source: mockBlock.id, target: mockTargetBlock1.id, sourceHandle: 'condition-else1' },
+      ]
+
+      const result = await handler.execute(mockContext, mockBlock, inputs)
+
+      // Score is 75, so second condition (>=70) should match
+      expect((result as any).selectedOption).toBe('cond2')
+      expect((result as any).selectedPath?.blockId).toBe(mockTargetBlock2.id)
+    })
+
+    it('should skip to else when all else-if fail', async () => {
+      ;(mockContext.blockStates as any).set(mockSourceBlock.id, {
+        output: { score: 30 },
+        executed: true,
+        executionTime: 100,
+      })
+
+      const conditions = [
+        { id: 'cond1', title: 'if', value: 'context.score >= 90' },
+        { id: 'cond2', title: 'else if', value: 'context.score >= 70' },
+        { id: 'cond3', title: 'else if', value: 'context.score >= 50' },
+        { id: 'else1', title: 'else', value: '' },
+      ]
+      const inputs = { conditions: JSON.stringify(conditions) }
+
+      const result = await handler.execute(mockContext, mockBlock, inputs)
+
+      expect((result as any).selectedOption).toBe('else1')
+    })
+  })
+
+  describe('Condition with no outgoing edge', () => {
+    it('should return null path when condition matches but has no edge', async () => {
+      const conditions = [
+        { id: 'cond1', title: 'if', value: 'true' },
+        { id: 'else1', title: 'else', value: '' },
+      ]
+      const inputs = { conditions: JSON.stringify(conditions) }
+
+      // No connection for cond1
+      mockContext.workflow!.connections = [
+        { source: mockSourceBlock.id, target: mockBlock.id },
+        { source: mockBlock.id, target: mockTargetBlock2.id, sourceHandle: 'condition-else1' },
+      ]
+
+      const result = await handler.execute(mockContext, mockBlock, inputs)
+
+      // Condition matches but no edge for it
+      expect((result as any).conditionResult).toBe(false)
+      expect((result as any).selectedPath).toBeNull()
+    })
+  })
+
+  describe('Empty conditions handling', () => {
+    it('should handle empty conditions array', async () => {
+      const conditions: unknown[] = []
+      const inputs = { conditions: JSON.stringify(conditions) }
+
+      const result = await handler.execute(mockContext, mockBlock, inputs)
+
+      expect((result as any).conditionResult).toBe(false)
+      expect((result as any).selectedPath).toBeNull()
+      expect((result as any).selectedOption).toBeNull()
+    })
+
+    it('should handle conditions passed as array directly', async () => {
+      const conditions = [
+        { id: 'cond1', title: 'if', value: 'true' },
+        { id: 'else1', title: 'else', value: '' },
+      ]
+      // Pass as array instead of JSON string
+      const inputs = { conditions }
+
+      const result = await handler.execute(mockContext, mockBlock, inputs)
+
+      expect((result as any).selectedOption).toBe('cond1')
+    })
+  })
+
+  describe('Virtual block ID handling', () => {
+    it('should use currentVirtualBlockId for decision key when available', async () => {
+      mockContext.currentVirtualBlockId = 'virtual-block-123'
+
+      const conditions = [
+        { id: 'cond1', title: 'if', value: 'true' },
+        { id: 'else1', title: 'else', value: '' },
+      ]
+      const inputs = { conditions: JSON.stringify(conditions) }
+
+      await handler.execute(mockContext, mockBlock, inputs)
+
+      // Decision should be stored under virtual block ID, not actual block ID
+      expect(mockContext.decisions.condition.get('virtual-block-123')).toBe('cond1')
+      expect(mockContext.decisions.condition.has(mockBlock.id)).toBe(false)
+    })
+  })
 })
diff --git a/apps/sim/executor/handlers/condition/condition-handler.ts b/apps/sim/executor/handlers/condition/condition-handler.ts
index 07b0c3336..f6a71565b 100644
--- a/apps/sim/executor/handlers/condition/condition-handler.ts
+++ b/apps/sim/executor/handlers/condition/condition-handler.ts
@@ -2,6 +2,7 @@ import { createLogger } from '@/lib/logs/console/logger'
 import type { BlockOutput } from '@/blocks/types'
 import { BlockType, CONDITION, DEFAULTS, EDGE } from '@/executor/constants'
 import type { BlockHandler, ExecutionContext } from '@/executor/types'
+import { collectBlockData } from '@/executor/utils/block-data'
 import type { SerializedBlock } from '@/serializer/types'
 import { executeTool } from '@/tools'
 
@@ -10,43 +11,32 @@ const logger = createLogger('ConditionBlockHandler')
 const CONDITION_TIMEOUT_MS = 5000
 
 /**
- * Evaluates a single condition expression with variable/block reference resolution
- * Returns true if condition is met, false otherwise
+ * Evaluates a single condition expression.
+ * Variable resolution is handled consistently with the function block via the function_execute tool.
+ * Returns true if condition is met, false otherwise.
  */
 export async function evaluateConditionExpression(
   ctx: ExecutionContext,
   conditionExpression: string,
-  block: SerializedBlock,
-  resolver: any,
   providedEvalContext?: Record<string, any>
 ): Promise<boolean> {
   const evalContext = providedEvalContext || {}
 
-  let resolvedConditionValue = conditionExpression
-  try {
-    if (resolver) {
-      const resolvedVars = resolver.resolveVariableReferences(conditionExpression, block)
-      const resolvedRefs = resolver.resolveBlockReferences(resolvedVars, ctx, block)
-      resolvedConditionValue = resolver.resolveEnvVariables(resolvedRefs)
-    }
-  } catch (resolveError: any) {
-    logger.error(`Failed to resolve references in condition: ${resolveError.message}`, {
-      conditionExpression,
-      resolveError,
-    })
-    throw new Error(`Failed to resolve references in condition: ${resolveError.message}`)
-  }
-
   try {
     const contextSetup = `const context = ${JSON.stringify(evalContext)};`
-    const code = `${contextSetup}\nreturn Boolean(${resolvedConditionValue})`
+    const code = `${contextSetup}\nreturn Boolean(${conditionExpression})`
+
+    const { blockData, blockNameMapping } = collectBlockData(ctx)
 
     const result = await executeTool(
       'function_execute',
       {
         code,
         timeout: CONDITION_TIMEOUT_MS,
-        envVars: {},
+        envVars: ctx.environmentVariables || {},
+        workflowVariables: ctx.workflowVariables || {},
+        blockData,
+        blockNameMapping,
         _context: {
           workflowId: ctx.workflowId,
           workspaceId: ctx.workspaceId,
@@ -60,26 +50,20 @@ export async function evaluateConditionExpression(
     if (!result.success) {
       logger.error(`Failed to evaluate condition: ${result.error}`, {
         originalCondition: conditionExpression,
-        resolvedCondition: resolvedConditionValue,
         evalContext,
         error: result.error,
       })
-      throw new Error(
-        `Evaluation error in condition: ${result.error}. (Resolved: ${resolvedConditionValue})`
-      )
+      throw new Error(`Evaluation error in condition: ${result.error}`)
     }
 
     return Boolean(result.output?.result)
   } catch (evalError: any) {
     logger.error(`Failed to evaluate condition: ${evalError.message}`, {
       originalCondition: conditionExpression,
-      resolvedCondition: resolvedConditionValue,
       evalContext,
       evalError,
     })
-    throw new Error(
-      `Evaluation error in condition: ${evalError.message}. (Resolved: ${resolvedConditionValue})`
-    )
+    throw new Error(`Evaluation error in condition: ${evalError.message}`)
   }
 }
 
@@ -87,11 +71,6 @@ export async function evaluateConditionExpression(
  * Handler for Condition blocks that evaluate expressions to determine execution paths.
  */
 export class ConditionBlockHandler implements BlockHandler {
-  constructor(
-    private pathTracker?: any,
-    private resolver?: any
-  ) {}
-
   canHandle(block: SerializedBlock): boolean {
     return block.metadata?.id === BlockType.CONDITION
   }
@@ -104,7 +83,7 @@ export class ConditionBlockHandler implements BlockHandler {
     const conditions = this.parseConditions(inputs.conditions)
 
     const sourceBlockId = ctx.workflow?.connections.find((conn) => conn.target === block.id)?.source
-    const evalContext = this.buildEvaluationContext(ctx, block.id, sourceBlockId)
+    const evalContext = this.buildEvaluationContext(ctx, sourceBlockId)
     const sourceOutput = sourceBlockId ? ctx.blockStates.get(sourceBlockId)?.output : null
 
     const outgoingConnections = ctx.workflow?.connections.filter((conn) => conn.source === block.id)
@@ -113,8 +92,7 @@ export class ConditionBlockHandler implements BlockHandler {
       conditions,
       outgoingConnections || [],
       evalContext,
-      ctx,
-      block
+      ctx
     )
 
     if (!selectedConnection || !selectedCondition) {
@@ -158,7 +136,6 @@ export class ConditionBlockHandler implements BlockHandler {
 
   private buildEvaluationContext(
     ctx: ExecutionContext,
-    blockId: string,
     sourceBlockId?: string
   ): Record<string, any> {
     let evalContext: Record<string, any> = {}
@@ -180,8 +157,7 @@ export class ConditionBlockHandler implements BlockHandler {
     conditions: Array<{ id: string; title: string; value: string }>,
     outgoingConnections: Array<{ source: string; target: string; sourceHandle?: string }>,
     evalContext: Record<string, any>,
-    ctx: ExecutionContext,
-    block: SerializedBlock
+    ctx: ExecutionContext
   ): Promise<{
     selectedConnection: { target: string; sourceHandle?: string } | null
     selectedCondition: { id: string; title: string; value: string } | null
@@ -200,8 +176,6 @@ export class ConditionBlockHandler implements BlockHandler {
         const conditionMet = await evaluateConditionExpression(
           ctx,
           conditionValueString,
-          block,
-          this.resolver,
           evalContext
         )
 
@@ -211,13 +185,6 @@ export class ConditionBlockHandler implements BlockHandler {
             return { selectedConnection: connection, selectedCondition: condition }
           }
           // Condition is true but has no outgoing edge - branch ends gracefully
-          logger.info(
-            `Condition "${condition.title}" is true but has no outgoing edge - branch ending`,
-            {
-              blockId: block.id,
-              conditionId: condition.id,
-            }
-          )
           return { selectedConnection: null, selectedCondition: null }
         }
       } catch (error: any) {
@@ -228,18 +195,13 @@ export class ConditionBlockHandler implements BlockHandler {
 
     const elseCondition = conditions.find((c) => c.title === CONDITION.ELSE_TITLE)
     if (elseCondition) {
-      logger.warn(`No condition met, selecting 'else' path`, { blockId: block.id })
       const elseConnection = this.findConnectionForCondition(outgoingConnections, elseCondition.id)
       if (elseConnection) {
         return { selectedConnection: elseConnection, selectedCondition: elseCondition }
       }
-      logger.info(`No condition matched and else has no connection - branch ending`, {
-        blockId: block.id,
-      })
       return { selectedConnection: null, selectedCondition: null }
     }
 
-    logger.info(`No condition matched and no else block - branch ending`, { blockId: block.id })
     return { selectedConnection: null, selectedCondition: null }
   }
 
diff --git a/apps/sim/hooks/use-knowledge-base-tag-definitions.ts b/apps/sim/hooks/use-knowledge-base-tag-definitions.ts
index 57c0cac36..b753307a7 100644
--- a/apps/sim/hooks/use-knowledge-base-tag-definitions.ts
+++ b/apps/sim/hooks/use-knowledge-base-tag-definitions.ts
@@ -1,14 +1,14 @@
 'use client'
 
 import { useCallback, useEffect, useState } from 'react'
-import type { TagSlot } from '@/lib/knowledge/constants'
+import type { AllTagSlot } from '@/lib/knowledge/constants'
 import { createLogger } from '@/lib/logs/console/logger'
 
 const logger = createLogger('useKnowledgeBaseTagDefinitions')
 
 export interface TagDefinition {
   id: string
-  tagSlot: TagSlot
+  tagSlot: AllTagSlot
   displayName: string
   fieldType: string
   createdAt: string
diff --git a/apps/sim/hooks/use-tag-definitions.ts b/apps/sim/hooks/use-tag-definitions.ts
index 5e15b2786..46ac68b86 100644
--- a/apps/sim/hooks/use-tag-definitions.ts
+++ b/apps/sim/hooks/use-tag-definitions.ts
@@ -1,14 +1,14 @@
 'use client'
 
 import { useCallback, useEffect, useState } from 'react'
-import type { TagSlot } from '@/lib/knowledge/constants'
+import type { AllTagSlot } from '@/lib/knowledge/constants'
 import { createLogger } from '@/lib/logs/console/logger'
 
 const logger = createLogger('useTagDefinitions')
 
 export interface TagDefinition {
   id: string
-  tagSlot: TagSlot
+  tagSlot: AllTagSlot
   displayName: string
   fieldType: string
   createdAt: string
@@ -16,7 +16,7 @@ export interface TagDefinition {
 }
 
 export interface TagDefinitionInput {
-  tagSlot: TagSlot
+  tagSlot: AllTagSlot
   displayName: string
   fieldType: string
   // Optional: for editing existing definitions
diff --git a/apps/sim/instrumentation-client.ts b/apps/sim/instrumentation-client.ts
index 59cfe3017..a2e1f5f86 100644
--- a/apps/sim/instrumentation-client.ts
+++ b/apps/sim/instrumentation-client.ts
@@ -3,6 +3,7 @@
  */
 
 import { env } from './lib/core/config/env'
+import { sanitizeEventData } from './lib/core/security/redaction'
 
 if (typeof window !== 'undefined') {
   const TELEMETRY_STATUS_KEY = 'simstudio-telemetry-status'
@@ -41,37 +42,6 @@ if (typeof window !== 'undefined') {
     }
   }
 
-  /**
-   * Sanitize event data to remove sensitive information
-   */
-  function sanitizeEvent(event: any): any {
-    const patterns = ['password', 'token', 'secret', 'key', 'auth', 'credential', 'private']
-    const sensitiveRe = new RegExp(patterns.join('|'), 'i')
-
-    const scrubString = (s: string) => (s && sensitiveRe.test(s) ? '[redacted]' : s)
-
-    if (event == null) return event
-    if (typeof event === 'string') return scrubString(event)
-    if (typeof event !== 'object') return event
-
-    if (Array.isArray(event)) {
-      return event.map((item) => sanitizeEvent(item))
-    }
-
-    const sanitized: Record<string, unknown> = {}
-    for (const [key, value] of Object.entries(event)) {
-      const lowerKey = key.toLowerCase()
-      if (patterns.some((p) => lowerKey.includes(p))) continue
-
-      if (typeof value === 'string') sanitized[key] = scrubString(value)
-      else if (Array.isArray(value)) sanitized[key] = value.map((v) => sanitizeEvent(v))
-      else if (value && typeof value === 'object') sanitized[key] = sanitizeEvent(value)
-      else sanitized[key] = value
-    }
-
-    return sanitized
-  }
-
   /**
    * Flush batch of events to server
    */
@@ -84,7 +54,7 @@ if (typeof window !== 'undefined') {
       batchTimer = null
     }
 
-    const sanitizedBatch = batch.map(sanitizeEvent)
+    const sanitizedBatch = batch.map(sanitizeEventData)
 
     const payload = JSON.stringify({
       category: 'batch',
diff --git a/apps/sim/lib/core/security/input-validation.test.ts b/apps/sim/lib/core/security/input-validation.test.ts
index 76193d91e..616751995 100644
--- a/apps/sim/lib/core/security/input-validation.test.ts
+++ b/apps/sim/lib/core/security/input-validation.test.ts
@@ -1,7 +1,6 @@
 import { describe, expect, it } from 'vitest'
 import {
   createPinnedUrl,
-  sanitizeForLogging,
   validateAlphanumericId,
   validateEnum,
   validateFileExtension,
@@ -11,6 +10,7 @@ import {
   validateUrlWithDNS,
   validateUUID,
 } from '@/lib/core/security/input-validation'
+import { sanitizeForLogging } from '@/lib/core/security/redaction'
 
 describe('validatePathSegment', () => {
   describe('valid inputs', () => {
diff --git a/apps/sim/lib/core/security/input-validation.ts b/apps/sim/lib/core/security/input-validation.ts
index cf1970d33..e84c7f8f4 100644
--- a/apps/sim/lib/core/security/input-validation.ts
+++ b/apps/sim/lib/core/security/input-validation.ts
@@ -556,29 +556,6 @@ export function validateFileExtension(
   return { isValid: true, sanitized: normalizedExt }
 }
 
-/**
- * Sanitizes a string for safe logging (removes potential sensitive data patterns)
- *
- * @param value - The value to sanitize
- * @param maxLength - Maximum length to return (default: 100)
- * @returns Sanitized string safe for logging
- */
-export function sanitizeForLogging(value: string, maxLength = 100): string {
-  if (!value) return ''
-
-  // Truncate long values
-  let sanitized = value.substring(0, maxLength)
-
-  // Mask common sensitive patterns
-  sanitized = sanitized
-    .replace(/Bearer\s+[A-Za-z0-9\-._~+/]+=*/gi, 'Bearer [REDACTED]')
-    .replace(/password['":\s]*['"]\w+['"]/gi, 'password: "[REDACTED]"')
-    .replace(/token['":\s]*['"]\w+['"]/gi, 'token: "[REDACTED]"')
-    .replace(/api[_-]?key['":\s]*['"]\w+['"]/gi, 'api_key: "[REDACTED]"')
-
-  return sanitized
-}
-
 /**
  * Validates Microsoft Graph API resource IDs
  *
diff --git a/apps/sim/lib/core/security/redaction.test.ts b/apps/sim/lib/core/security/redaction.test.ts
new file mode 100644
index 000000000..bf3e700fa
--- /dev/null
+++ b/apps/sim/lib/core/security/redaction.test.ts
@@ -0,0 +1,391 @@
+import { describe, expect, it } from 'vitest'
+import {
+  isSensitiveKey,
+  REDACTED_MARKER,
+  redactApiKeys,
+  redactSensitiveValues,
+  sanitizeEventData,
+  sanitizeForLogging,
+} from './redaction'
+
+describe('REDACTED_MARKER', () => {
+  it.concurrent('should be the standard marker', () => {
+    expect(REDACTED_MARKER).toBe('[REDACTED]')
+  })
+})
+
+describe('isSensitiveKey', () => {
+  describe('exact matches', () => {
+    it.concurrent('should match apiKey variations', () => {
+      expect(isSensitiveKey('apiKey')).toBe(true)
+      expect(isSensitiveKey('api_key')).toBe(true)
+      expect(isSensitiveKey('api-key')).toBe(true)
+      expect(isSensitiveKey('APIKEY')).toBe(true)
+      expect(isSensitiveKey('API_KEY')).toBe(true)
+    })
+
+    it.concurrent('should match token variations', () => {
+      expect(isSensitiveKey('access_token')).toBe(true)
+      expect(isSensitiveKey('refresh_token')).toBe(true)
+      expect(isSensitiveKey('auth_token')).toBe(true)
+      expect(isSensitiveKey('accessToken')).toBe(true)
+    })
+
+    it.concurrent('should match secret variations', () => {
+      expect(isSensitiveKey('client_secret')).toBe(true)
+      expect(isSensitiveKey('clientSecret')).toBe(true)
+      expect(isSensitiveKey('secret')).toBe(true)
+    })
+
+    it.concurrent('should match other sensitive keys', () => {
+      expect(isSensitiveKey('private_key')).toBe(true)
+      expect(isSensitiveKey('authorization')).toBe(true)
+      expect(isSensitiveKey('bearer')).toBe(true)
+      expect(isSensitiveKey('private')).toBe(true)
+      expect(isSensitiveKey('auth')).toBe(true)
+      expect(isSensitiveKey('password')).toBe(true)
+      expect(isSensitiveKey('credential')).toBe(true)
+    })
+  })
+
+  describe('suffix matches', () => {
+    it.concurrent('should match keys ending in secret', () => {
+      expect(isSensitiveKey('clientSecret')).toBe(true)
+      expect(isSensitiveKey('appSecret')).toBe(true)
+      expect(isSensitiveKey('mySecret')).toBe(true)
+    })
+
+    it.concurrent('should match keys ending in password', () => {
+      expect(isSensitiveKey('userPassword')).toBe(true)
+      expect(isSensitiveKey('dbPassword')).toBe(true)
+      expect(isSensitiveKey('adminPassword')).toBe(true)
+    })
+
+    it.concurrent('should match keys ending in token', () => {
+      expect(isSensitiveKey('accessToken')).toBe(true)
+      expect(isSensitiveKey('refreshToken')).toBe(true)
+      expect(isSensitiveKey('bearerToken')).toBe(true)
+    })
+
+    it.concurrent('should match keys ending in credential', () => {
+      expect(isSensitiveKey('userCredential')).toBe(true)
+      expect(isSensitiveKey('dbCredential')).toBe(true)
+    })
+  })
+
+  describe('non-sensitive keys (no false positives)', () => {
+    it.concurrent('should not match keys with sensitive words as prefix only', () => {
+      expect(isSensitiveKey('tokenCount')).toBe(false)
+      expect(isSensitiveKey('tokenizer')).toBe(false)
+      expect(isSensitiveKey('secretKey')).toBe(false)
+      expect(isSensitiveKey('passwordStrength')).toBe(false)
+      expect(isSensitiveKey('authMethod')).toBe(false)
+    })
+
+    it.concurrent('should match keys ending with sensitive words (intentional)', () => {
+      expect(isSensitiveKey('hasSecret')).toBe(true)
+      expect(isSensitiveKey('userPassword')).toBe(true)
+      expect(isSensitiveKey('sessionToken')).toBe(true)
+    })
+
+    it.concurrent('should not match normal field names', () => {
+      expect(isSensitiveKey('name')).toBe(false)
+      expect(isSensitiveKey('email')).toBe(false)
+      expect(isSensitiveKey('id')).toBe(false)
+      expect(isSensitiveKey('value')).toBe(false)
+      expect(isSensitiveKey('data')).toBe(false)
+      expect(isSensitiveKey('count')).toBe(false)
+      expect(isSensitiveKey('status')).toBe(false)
+    })
+  })
+})
+
+describe('redactSensitiveValues', () => {
+  it.concurrent('should redact Bearer tokens', () => {
+    const input = 'Authorization: Bearer abc123xyz456'
+    const result = redactSensitiveValues(input)
+    expect(result).toBe('Authorization: Bearer [REDACTED]')
+    expect(result).not.toContain('abc123xyz456')
+  })
+
+  it.concurrent('should redact Basic auth', () => {
+    const input = 'Authorization: Basic dXNlcjpwYXNz'
+    const result = redactSensitiveValues(input)
+    expect(result).toBe('Authorization: Basic [REDACTED]')
+  })
+
+  it.concurrent('should redact API key prefixes', () => {
+    const input = 'Using key sk-1234567890abcdefghijklmnop'
+    const result = redactSensitiveValues(input)
+    expect(result).toContain('[REDACTED]')
+    expect(result).not.toContain('sk-1234567890abcdefghijklmnop')
+  })
+
+  it.concurrent('should redact JSON-style password fields', () => {
+    const input = 'password: "mysecretpass123"'
+    const result = redactSensitiveValues(input)
+    expect(result).toContain('[REDACTED]')
+    expect(result).not.toContain('mysecretpass123')
+  })
+
+  it.concurrent('should redact JSON-style token fields', () => {
+    const input = 'token: "tokenvalue123"'
+    const result = redactSensitiveValues(input)
+    expect(result).toContain('[REDACTED]')
+    expect(result).not.toContain('tokenvalue123')
+  })
+
+  it.concurrent('should redact JSON-style api_key fields', () => {
+    const input = 'api_key: "key123456"'
+    const result = redactSensitiveValues(input)
+    expect(result).toContain('[REDACTED]')
+    expect(result).not.toContain('key123456')
+  })
+
+  it.concurrent('should not modify safe strings', () => {
+    const input = 'This is a normal string with no secrets'
+    const result = redactSensitiveValues(input)
+    expect(result).toBe(input)
+  })
+
+  it.concurrent('should handle empty strings', () => {
+    expect(redactSensitiveValues('')).toBe('')
+  })
+
+  it.concurrent('should handle null/undefined gracefully', () => {
+    expect(redactSensitiveValues(null as any)).toBe(null)
+    expect(redactSensitiveValues(undefined as any)).toBe(undefined)
+  })
+})
+
+describe('redactApiKeys', () => {
+  describe('object redaction', () => {
+    it.concurrent('should redact sensitive keys in flat objects', () => {
+      const obj = {
+        apiKey: 'secret-key',
+        api_key: 'another-secret',
+        access_token: 'token-value',
+        secret: 'secret-value',
+        password: 'password-value',
+        normalField: 'normal-value',
+      }
+
+      const result = redactApiKeys(obj)
+
+      expect(result.apiKey).toBe('[REDACTED]')
+      expect(result.api_key).toBe('[REDACTED]')
+      expect(result.access_token).toBe('[REDACTED]')
+      expect(result.secret).toBe('[REDACTED]')
+      expect(result.password).toBe('[REDACTED]')
+      expect(result.normalField).toBe('normal-value')
+    })
+
+    it.concurrent('should redact sensitive keys in nested objects', () => {
+      const obj = {
+        config: {
+          apiKey: 'secret-key',
+          normalField: 'normal-value',
+        },
+      }
+
+      const result = redactApiKeys(obj)
+
+      expect(result.config.apiKey).toBe('[REDACTED]')
+      expect(result.config.normalField).toBe('normal-value')
+    })
+
+    it.concurrent('should redact sensitive keys in arrays', () => {
+      const arr = [{ apiKey: 'secret-key-1' }, { apiKey: 'secret-key-2' }]
+
+      const result = redactApiKeys(arr)
+
+      expect(result[0].apiKey).toBe('[REDACTED]')
+      expect(result[1].apiKey).toBe('[REDACTED]')
+    })
+
+    it.concurrent('should handle deeply nested structures', () => {
+      const obj = {
+        users: [
+          {
+            name: 'John',
+            credentials: {
+              apiKey: 'secret-key',
+              username: 'john_doe',
+            },
+          },
+        ],
+        config: {
+          database: {
+            password: 'db-password',
+            host: 'localhost',
+          },
+        },
+      }
+
+      const result = redactApiKeys(obj)
+
+      expect(result.users[0].name).toBe('John')
+      expect(result.users[0].credentials.apiKey).toBe('[REDACTED]')
+      expect(result.users[0].credentials.username).toBe('john_doe')
+      expect(result.config.database.password).toBe('[REDACTED]')
+      expect(result.config.database.host).toBe('localhost')
+    })
+  })
+
+  describe('primitive handling', () => {
+    it.concurrent('should return primitives unchanged', () => {
+      expect(redactApiKeys('string')).toBe('string')
+      expect(redactApiKeys(123)).toBe(123)
+      expect(redactApiKeys(true)).toBe(true)
+      expect(redactApiKeys(null)).toBe(null)
+      expect(redactApiKeys(undefined)).toBe(undefined)
+    })
+  })
+
+  describe('no false positives', () => {
+    it.concurrent('should not redact keys with sensitive words as prefix only', () => {
+      const obj = {
+        tokenCount: 100,
+        secretKey: 'not-actually-secret',
+        passwordStrength: 'strong',
+        authMethod: 'oauth',
+      }
+
+      const result = redactApiKeys(obj)
+
+      expect(result.tokenCount).toBe(100)
+      expect(result.secretKey).toBe('not-actually-secret')
+      expect(result.passwordStrength).toBe('strong')
+      expect(result.authMethod).toBe('oauth')
+    })
+  })
+})
+
+describe('sanitizeForLogging', () => {
+  it.concurrent('should truncate long strings', () => {
+    const longString = 'a'.repeat(200)
+    const result = sanitizeForLogging(longString, 50)
+    expect(result.length).toBe(50)
+  })
+
+  it.concurrent('should use default max length of 100', () => {
+    const longString = 'a'.repeat(200)
+    const result = sanitizeForLogging(longString)
+    expect(result.length).toBe(100)
+  })
+
+  it.concurrent('should redact sensitive patterns', () => {
+    const input = 'Bearer abc123xyz456'
+    const result = sanitizeForLogging(input)
+    expect(result).toContain('[REDACTED]')
+    expect(result).not.toContain('abc123xyz456')
+  })
+
+  it.concurrent('should handle empty strings', () => {
+    expect(sanitizeForLogging('')).toBe('')
+  })
+
+  it.concurrent('should not modify safe short strings', () => {
+    const input = 'Safe string'
+    const result = sanitizeForLogging(input)
+    expect(result).toBe(input)
+  })
+})
+
+describe('sanitizeEventData', () => {
+  describe('object sanitization', () => {
+    it.concurrent('should remove sensitive keys entirely', () => {
+      const event = {
+        action: 'login',
+        apiKey: 'secret-key',
+        password: 'secret-pass',
+        userId: '123',
+      }
+
+      const result = sanitizeEventData(event)
+
+      expect(result.action).toBe('login')
+      expect(result.userId).toBe('123')
+      expect(result).not.toHaveProperty('apiKey')
+      expect(result).not.toHaveProperty('password')
+    })
+
+    it.concurrent('should redact sensitive patterns in string values', () => {
+      const event = {
+        message: 'Auth: Bearer abc123token',
+        normal: 'normal value',
+      }
+
+      const result = sanitizeEventData(event)
+
+      expect(result.message).toContain('[REDACTED]')
+      expect(result.message).not.toContain('abc123token')
+      expect(result.normal).toBe('normal value')
+    })
+
+    it.concurrent('should handle nested objects', () => {
+      const event = {
+        user: {
+          id: '123',
+          accessToken: 'secret-token',
+        },
+      }
+
+      const result = sanitizeEventData(event)
+
+      expect(result.user.id).toBe('123')
+      expect(result.user).not.toHaveProperty('accessToken')
+    })
+
+    it.concurrent('should handle arrays', () => {
+      const event = {
+        items: [
+          { id: 1, apiKey: 'key1' },
+          { id: 2, apiKey: 'key2' },
+        ],
+      }
+
+      const result = sanitizeEventData(event)
+
+      expect(result.items[0].id).toBe(1)
+      expect(result.items[0]).not.toHaveProperty('apiKey')
+      expect(result.items[1].id).toBe(2)
+      expect(result.items[1]).not.toHaveProperty('apiKey')
+    })
+  })
+
+  describe('primitive handling', () => {
+    it.concurrent('should return primitives appropriately', () => {
+      expect(sanitizeEventData(null)).toBe(null)
+      expect(sanitizeEventData(undefined)).toBe(undefined)
+      expect(sanitizeEventData(123)).toBe(123)
+      expect(sanitizeEventData(true)).toBe(true)
+    })
+
+    it.concurrent('should redact sensitive patterns in top-level strings', () => {
+      const result = sanitizeEventData('Bearer secrettoken123')
+      expect(result).toContain('[REDACTED]')
+    })
+
+    it.concurrent('should not redact normal strings', () => {
+      const result = sanitizeEventData('normal string')
+      expect(result).toBe('normal string')
+    })
+  })
+
+  describe('no false positives', () => {
+    it.concurrent('should not remove keys with sensitive words in middle', () => {
+      const event = {
+        tokenCount: 500,
+        isAuthenticated: true,
+        hasSecretFeature: false,
+      }
+
+      const result = sanitizeEventData(event)
+
+      expect(result.tokenCount).toBe(500)
+      expect(result.isAuthenticated).toBe(true)
+      expect(result.hasSecretFeature).toBe(false)
+    })
+  })
+})
diff --git a/apps/sim/lib/core/security/redaction.ts b/apps/sim/lib/core/security/redaction.ts
index 64e795deb..cf1909cce 100644
--- a/apps/sim/lib/core/security/redaction.ts
+++ b/apps/sim/lib/core/security/redaction.ts
@@ -1,28 +1,122 @@
 /**
- * Recursively redacts API keys in an object
- * @param obj The object to redact API keys from
- * @returns A new object with API keys redacted
+ * Centralized redaction utilities for sensitive data
  */
-export const redactApiKeys = (obj: any): any => {
-  if (!obj || typeof obj !== 'object') {
+
+/** Standard marker used for all redacted values */
+export const REDACTED_MARKER = '[REDACTED]'
+
+/**
+ * Patterns for sensitive key names (case-insensitive matching)
+ * These patterns match common naming conventions for sensitive data
+ */
+const SENSITIVE_KEY_PATTERNS: RegExp[] = [
+  /^api[_-]?key$/i,
+  /^access[_-]?token$/i,
+  /^refresh[_-]?token$/i,
+  /^client[_-]?secret$/i,
+  /^private[_-]?key$/i,
+  /^auth[_-]?token$/i,
+  /^.*secret$/i,
+  /^.*password$/i,
+  /^.*token$/i,
+  /^.*credential$/i,
+  /^authorization$/i,
+  /^bearer$/i,
+  /^private$/i,
+  /^auth$/i,
+]
+
+/**
+ * Patterns for sensitive values in strings (for redacting values, not keys)
+ * Each pattern has a replacement function
+ */
+const SENSITIVE_VALUE_PATTERNS: Array<{
+  pattern: RegExp
+  replacement: string
+}> = [
+  // Bearer tokens
+  {
+    pattern: /Bearer\s+[A-Za-z0-9\-._~+/]+=*/gi,
+    replacement: `Bearer ${REDACTED_MARKER}`,
+  },
+  // Basic auth
+  {
+    pattern: /Basic\s+[A-Za-z0-9+/]+=*/gi,
+    replacement: `Basic ${REDACTED_MARKER}`,
+  },
+  // API keys that look like sk-..., pk-..., etc.
+  {
+    pattern: /\b(sk|pk|api|key)[_-][A-Za-z0-9\-._]{20,}\b/gi,
+    replacement: REDACTED_MARKER,
+  },
+  // JSON-style password fields: password: "value" or password: 'value'
+  {
+    pattern: /password['":\s]*['"][^'"]+['"]/gi,
+    replacement: `password: "${REDACTED_MARKER}"`,
+  },
+  // JSON-style token fields: token: "value" or token: 'value'
+  {
+    pattern: /token['":\s]*['"][^'"]+['"]/gi,
+    replacement: `token: "${REDACTED_MARKER}"`,
+  },
+  // JSON-style api_key fields: api_key: "value" or api-key: "value"
+  {
+    pattern: /api[_-]?key['":\s]*['"][^'"]+['"]/gi,
+    replacement: `api_key: "${REDACTED_MARKER}"`,
+  },
+]
+
+/**
+ * Checks if a key name matches any sensitive pattern
+ * @param key - The key name to check
+ * @returns True if the key is considered sensitive
+ */
+export function isSensitiveKey(key: string): boolean {
+  const lowerKey = key.toLowerCase()
+  return SENSITIVE_KEY_PATTERNS.some((pattern) => pattern.test(lowerKey))
+}
+
+/**
+ * Redacts sensitive patterns from a string value
+ * @param value - The string to redact
+ * @returns The string with sensitive patterns redacted
+ */
+export function redactSensitiveValues(value: string): string {
+  if (!value || typeof value !== 'string') {
+    return value
+  }
+
+  let result = value
+  for (const { pattern, replacement } of SENSITIVE_VALUE_PATTERNS) {
+    result = result.replace(pattern, replacement)
+  }
+  return result
+}
+
+/**
+ * Recursively redacts sensitive data (API keys, passwords, tokens, etc.) from an object
+ *
+ * @param obj - The object to redact sensitive data from
+ * @returns A new object with sensitive data redacted
+ */
+export function redactApiKeys(obj: any): any {
+  if (obj === null || obj === undefined) {
+    return obj
+  }
+
+  if (typeof obj !== 'object') {
     return obj
   }
 
   if (Array.isArray(obj)) {
-    return obj.map(redactApiKeys)
+    return obj.map((item) => redactApiKeys(item))
   }
 
   const result: Record<string, any> = {}
 
   for (const [key, value] of Object.entries(obj)) {
-    if (
-      key.toLowerCase() === 'apikey' ||
-      key.toLowerCase() === 'api_key' ||
-      key.toLowerCase() === 'access_token' ||
-      /\bsecret\b/i.test(key.toLowerCase()) ||
-      /\bpassword\b/i.test(key.toLowerCase())
-    ) {
-      result[key] = '***REDACTED***'
+    if (isSensitiveKey(key)) {
+      result[key] = REDACTED_MARKER
     } else if (typeof value === 'object' && value !== null) {
       result[key] = redactApiKeys(value)
     } else {
@@ -32,3 +126,64 @@ export const redactApiKeys = (obj: any): any => {
 
   return result
 }
+
+/**
+ * Sanitizes a string for safe logging by truncating and redacting sensitive patterns
+ *
+ * @param value - The string to sanitize
+ * @param maxLength - Maximum length of the output (default: 100)
+ * @returns The sanitized string
+ */
+export function sanitizeForLogging(value: string, maxLength = 100): string {
+  if (!value) return ''
+
+  let sanitized = value.substring(0, maxLength)
+
+  sanitized = redactSensitiveValues(sanitized)
+
+  return sanitized
+}
+
+/**
+ * Sanitizes event data for error reporting/analytics
+ *
+ * @param event - The event data to sanitize
+ * @returns Sanitized event data safe for external reporting
+ */
+export function sanitizeEventData(event: any): any {
+  if (event === null || event === undefined) {
+    return event
+  }
+
+  if (typeof event === 'string') {
+    return redactSensitiveValues(event)
+  }
+
+  if (typeof event !== 'object') {
+    return event
+  }
+
+  if (Array.isArray(event)) {
+    return event.map((item) => sanitizeEventData(item))
+  }
+
+  const sanitized: Record<string, unknown> = {}
+
+  for (const [key, value] of Object.entries(event)) {
+    if (isSensitiveKey(key)) {
+      continue
+    }
+
+    if (typeof value === 'string') {
+      sanitized[key] = redactSensitiveValues(value)
+    } else if (Array.isArray(value)) {
+      sanitized[key] = value.map((v) => sanitizeEventData(v))
+    } else if (value && typeof value === 'object') {
+      sanitized[key] = sanitizeEventData(value)
+    } else {
+      sanitized[key] = value
+    }
+  }
+
+  return sanitized
+}
diff --git a/apps/sim/lib/core/utils.test.ts b/apps/sim/lib/core/utils.test.ts
index 93dfc2a8e..154b14efc 100644
--- a/apps/sim/lib/core/utils.test.ts
+++ b/apps/sim/lib/core/utils.test.ts
@@ -1,7 +1,6 @@
 import { afterEach, describe, expect, it, vi } from 'vitest'
 import { getRotatingApiKey } from '@/lib/core/config/api-keys'
 import { decryptSecret, encryptSecret } from '@/lib/core/security/encryption'
-import { redactApiKeys } from '@/lib/core/security/redaction'
 import { cn } from '@/lib/core/utils/cn'
 import {
   formatDate,
@@ -229,86 +228,6 @@ describe('getTimezoneAbbreviation', () => {
   })
 })
 
-describe('redactApiKeys', () => {
-  it.concurrent('should redact API keys in objects', () => {
-    const obj = {
-      apiKey: 'secret-key',
-      api_key: 'another-secret',
-      access_token: 'token-value',
-      secret: 'secret-value',
-      password: 'password-value',
-      normalField: 'normal-value',
-    }
-
-    const result = redactApiKeys(obj)
-
-    expect(result.apiKey).toBe('***REDACTED***')
-    expect(result.api_key).toBe('***REDACTED***')
-    expect(result.access_token).toBe('***REDACTED***')
-    expect(result.secret).toBe('***REDACTED***')
-    expect(result.password).toBe('***REDACTED***')
-    expect(result.normalField).toBe('normal-value')
-  })
-
-  it.concurrent('should redact API keys in nested objects', () => {
-    const obj = {
-      config: {
-        apiKey: 'secret-key',
-        normalField: 'normal-value',
-      },
-    }
-
-    const result = redactApiKeys(obj)
-
-    expect(result.config.apiKey).toBe('***REDACTED***')
-    expect(result.config.normalField).toBe('normal-value')
-  })
-
-  it.concurrent('should redact API keys in arrays', () => {
-    const arr = [{ apiKey: 'secret-key-1' }, { apiKey: 'secret-key-2' }]
-
-    const result = redactApiKeys(arr)
-
-    expect(result[0].apiKey).toBe('***REDACTED***')
-    expect(result[1].apiKey).toBe('***REDACTED***')
-  })
-
-  it.concurrent('should handle primitive values', () => {
-    expect(redactApiKeys('string')).toBe('string')
-    expect(redactApiKeys(123)).toBe(123)
-    expect(redactApiKeys(null)).toBe(null)
-    expect(redactApiKeys(undefined)).toBe(undefined)
-  })
-
-  it.concurrent('should handle complex nested structures', () => {
-    const obj = {
-      users: [
-        {
-          name: 'John',
-          credentials: {
-            apiKey: 'secret-key',
-            username: 'john_doe',
-          },
-        },
-      ],
-      config: {
-        database: {
-          password: 'db-password',
-          host: 'localhost',
-        },
-      },
-    }
-
-    const result = redactApiKeys(obj)
-
-    expect(result.users[0].name).toBe('John')
-    expect(result.users[0].credentials.apiKey).toBe('***REDACTED***')
-    expect(result.users[0].credentials.username).toBe('john_doe')
-    expect(result.config.database.password).toBe('***REDACTED***')
-    expect(result.config.database.host).toBe('localhost')
-  })
-})
-
 describe('validateName', () => {
   it.concurrent('should remove invalid characters', () => {
     const result = validateName('test@#$%name')
diff --git a/apps/sim/lib/core/utils/display-filters.ts b/apps/sim/lib/core/utils/display-filters.ts
index c55a7669c..6e04322e9 100644
--- a/apps/sim/lib/core/utils/display-filters.ts
+++ b/apps/sim/lib/core/utils/display-filters.ts
@@ -1,6 +1,13 @@
-/**
- * Type guard to check if an object is a UserFile
- */
+const MAX_STRING_LENGTH = 15000
+const MAX_DEPTH = 50
+
+function truncateString(value: string, maxLength = MAX_STRING_LENGTH): string {
+  if (value.length <= maxLength) {
+    return value
+  }
+  return `${value.substring(0, maxLength)}... [truncated ${value.length - maxLength} chars]`
+}
+
 export function isUserFile(candidate: unknown): candidate is {
   id: string
   name: string
@@ -23,11 +30,6 @@ export function isUserFile(candidate: unknown): candidate is {
   )
 }
 
-/**
- * Filter function that transforms UserFile objects for display
- * Removes internal fields: key, context
- * Keeps user-friendly fields: id, name, url, size, type
- */
 function filterUserFile(data: any): any {
   if (isUserFile(data)) {
     const { id, name, url, size, type } = data
@@ -36,50 +38,152 @@ function filterUserFile(data: any): any {
   return data
 }
 
-/**
- * Registry of filter functions to apply to data for cleaner display in logs/console.
- * Add new filter functions here to handle additional data types.
- */
-const DISPLAY_FILTERS = [
-  filterUserFile,
-  // Add more filters here as needed
-]
+const DISPLAY_FILTERS = [filterUserFile]
 
-/**
- * Generic helper to filter internal/technical fields from data for cleaner display in logs and console.
- * Applies all registered filters recursively to the data structure.
- *
- * To add a new filter:
- * 1. Create a filter function that checks and transforms a specific data type
- * 2. Add it to the DISPLAY_FILTERS array above
- *
- * @param data - Data to filter (objects, arrays, primitives)
- * @returns Filtered data with internal fields removed
- */
 export function filterForDisplay(data: any): any {
-  if (!data || typeof data !== 'object') {
-    return data
-  }
-
-  // Apply all registered filters
-  const filtered = data
-  for (const filterFn of DISPLAY_FILTERS) {
-    const result = filterFn(filtered)
-    if (result !== filtered) {
-      // Filter matched and transformed the data
-      return result
-    }
-  }
-
-  // No filters matched - recursively filter nested structures
-  if (Array.isArray(filtered)) {
-    return filtered.map(filterForDisplay)
-  }
-
-  // Recursively filter object properties
-  const result: any = {}
-  for (const [key, value] of Object.entries(filtered)) {
-    result[key] = filterForDisplay(value)
-  }
-  return result
+  const seen = new WeakSet()
+  return filterForDisplayInternal(data, seen, 0)
+}
+
+function getObjectType(data: unknown): string {
+  return Object.prototype.toString.call(data).slice(8, -1)
+}
+
+function filterForDisplayInternal(data: any, seen: WeakSet<object>, depth: number): any {
+  try {
+    if (data === null || data === undefined) {
+      return data
+    }
+
+    const dataType = typeof data
+
+    if (dataType === 'string') {
+      // Remove null bytes which are not allowed in PostgreSQL JSONB
+      const sanitized = data.includes('\u0000') ? data.replace(/\u0000/g, '') : data
+      return truncateString(sanitized)
+    }
+
+    if (dataType === 'number') {
+      if (Number.isNaN(data)) {
+        return '[NaN]'
+      }
+      if (!Number.isFinite(data)) {
+        return data > 0 ? '[Infinity]' : '[-Infinity]'
+      }
+      return data
+    }
+
+    if (dataType === 'boolean') {
+      return data
+    }
+
+    if (dataType === 'bigint') {
+      return `[BigInt: ${data.toString()}]`
+    }
+
+    if (dataType === 'symbol') {
+      return `[Symbol: ${data.toString()}]`
+    }
+
+    if (dataType === 'function') {
+      return `[Function: ${data.name || 'anonymous'}]`
+    }
+
+    if (dataType !== 'object') {
+      return '[Unknown Type]'
+    }
+
+    if (seen.has(data)) {
+      return '[Circular Reference]'
+    }
+
+    if (depth > MAX_DEPTH) {
+      return '[Max Depth Exceeded]'
+    }
+
+    const objectType = getObjectType(data)
+
+    switch (objectType) {
+      case 'Date': {
+        const timestamp = (data as Date).getTime()
+        if (Number.isNaN(timestamp)) {
+          return '[Invalid Date]'
+        }
+        return (data as Date).toISOString()
+      }
+
+      case 'RegExp':
+        return (data as RegExp).toString()
+
+      case 'URL':
+        return (data as URL).toString()
+
+      case 'Error': {
+        const err = data as Error
+        return {
+          name: err.name,
+          message: truncateString(err.message),
+          stack: err.stack ? truncateString(err.stack) : undefined,
+        }
+      }
+
+      case 'ArrayBuffer':
+        return `[ArrayBuffer: ${(data as ArrayBuffer).byteLength} bytes]`
+
+      case 'Map': {
+        const obj: Record<string, any> = {}
+        for (const [key, value] of (data as Map<any, any>).entries()) {
+          const keyStr = typeof key === 'string' ? key : String(key)
+          obj[keyStr] = filterForDisplayInternal(value, seen, depth + 1)
+        }
+        return obj
+      }
+
+      case 'Set':
+        return Array.from(data as Set<any>).map((item) =>
+          filterForDisplayInternal(item, seen, depth + 1)
+        )
+
+      case 'WeakMap':
+        return '[WeakMap]'
+
+      case 'WeakSet':
+        return '[WeakSet]'
+
+      case 'WeakRef':
+        return '[WeakRef]'
+
+      case 'Promise':
+        return '[Promise]'
+    }
+
+    if (ArrayBuffer.isView(data)) {
+      return `[${objectType}: ${(data as ArrayBufferView).byteLength} bytes]`
+    }
+
+    seen.add(data)
+
+    for (const filterFn of DISPLAY_FILTERS) {
+      const result = filterFn(data)
+      if (result !== data) {
+        return filterForDisplayInternal(result, seen, depth + 1)
+      }
+    }
+
+    if (Array.isArray(data)) {
+      return data.map((item) => filterForDisplayInternal(item, seen, depth + 1))
+    }
+
+    const result: Record<string, any> = {}
+    for (const key of Object.keys(data)) {
+      try {
+        result[key] = filterForDisplayInternal(data[key], seen, depth + 1)
+      } catch {
+        result[key] = '[Error accessing property]'
+      }
+    }
+    return result
+  } catch {
+    return '[Unserializable]'
+  }
 }
diff --git a/apps/sim/lib/knowledge/chunks/service.ts b/apps/sim/lib/knowledge/chunks/service.ts
index 50cd0bc59..c66a39fae 100644
--- a/apps/sim/lib/knowledge/chunks/service.ts
+++ b/apps/sim/lib/knowledge/chunks/service.ts
@@ -92,7 +92,7 @@ export async function queryChunks(
 export async function createChunk(
   knowledgeBaseId: string,
   documentId: string,
-  docTags: Record<string, string | null>,
+  docTags: Record<string, string | number | boolean | Date | null>,
   chunkData: CreateChunkData,
   requestId: string
 ): Promise<ChunkData> {
@@ -131,14 +131,27 @@ export async function createChunk(
       embeddingModel: 'text-embedding-3-small',
       startOffset: 0, // Manual chunks don't have document offsets
       endOffset: chunkData.content.length,
-      // Inherit tags from parent document
-      tag1: docTags.tag1,
-      tag2: docTags.tag2,
-      tag3: docTags.tag3,
-      tag4: docTags.tag4,
-      tag5: docTags.tag5,
-      tag6: docTags.tag6,
-      tag7: docTags.tag7,
+      // Inherit text tags from parent document
+      tag1: docTags.tag1 as string | null,
+      tag2: docTags.tag2 as string | null,
+      tag3: docTags.tag3 as string | null,
+      tag4: docTags.tag4 as string | null,
+      tag5: docTags.tag5 as string | null,
+      tag6: docTags.tag6 as string | null,
+      tag7: docTags.tag7 as string | null,
+      // Inherit number tags from parent document (5 slots)
+      number1: docTags.number1 as number | null,
+      number2: docTags.number2 as number | null,
+      number3: docTags.number3 as number | null,
+      number4: docTags.number4 as number | null,
+      number5: docTags.number5 as number | null,
+      // Inherit date tags from parent document (2 slots)
+      date1: docTags.date1 as Date | null,
+      date2: docTags.date2 as Date | null,
+      // Inherit boolean tags from parent document (3 slots)
+      boolean1: docTags.boolean1 as boolean | null,
+      boolean2: docTags.boolean2 as boolean | null,
+      boolean3: docTags.boolean3 as boolean | null,
       enabled: chunkData.enabled ?? true,
       createdAt: now,
       updatedAt: now,
diff --git a/apps/sim/lib/knowledge/constants.ts b/apps/sim/lib/knowledge/constants.ts
index c63ba68d1..3ed4b5e4e 100644
--- a/apps/sim/lib/knowledge/constants.ts
+++ b/apps/sim/lib/knowledge/constants.ts
@@ -3,18 +3,55 @@ export const TAG_SLOT_CONFIG = {
     slots: ['tag1', 'tag2', 'tag3', 'tag4', 'tag5', 'tag6', 'tag7'] as const,
     maxSlots: 7,
   },
+  number: {
+    slots: ['number1', 'number2', 'number3', 'number4', 'number5'] as const,
+    maxSlots: 5,
+  },
+  date: {
+    slots: ['date1', 'date2'] as const,
+    maxSlots: 2,
+  },
+  boolean: {
+    slots: ['boolean1', 'boolean2', 'boolean3'] as const,
+    maxSlots: 3,
+  },
 } as const
 
 export const SUPPORTED_FIELD_TYPES = Object.keys(TAG_SLOT_CONFIG) as Array<
   keyof typeof TAG_SLOT_CONFIG
 >
 
+/** Text tag slots (for backwards compatibility) */
 export const TAG_SLOTS = TAG_SLOT_CONFIG.text.slots
 
+/** All tag slots across all field types */
+export const ALL_TAG_SLOTS = [
+  ...TAG_SLOT_CONFIG.text.slots,
+  ...TAG_SLOT_CONFIG.number.slots,
+  ...TAG_SLOT_CONFIG.date.slots,
+  ...TAG_SLOT_CONFIG.boolean.slots,
+] as const
+
 export const MAX_TAG_SLOTS = TAG_SLOT_CONFIG.text.maxSlots
 
+/** Type for text tag slots (for backwards compatibility) */
 export type TagSlot = (typeof TAG_SLOTS)[number]
 
+/** Type for all tag slots */
+export type AllTagSlot = (typeof ALL_TAG_SLOTS)[number]
+
+/** Type for number tag slots */
+export type NumberTagSlot = (typeof TAG_SLOT_CONFIG.number.slots)[number]
+
+/** Type for date tag slots */
+export type DateTagSlot = (typeof TAG_SLOT_CONFIG.date.slots)[number]
+
+/** Type for boolean tag slots */
+export type BooleanTagSlot = (typeof TAG_SLOT_CONFIG.boolean.slots)[number]
+
+/**
+ * Get the available slots for a field type
+ */
 export function getSlotsForFieldType(fieldType: string): readonly string[] {
   const config = TAG_SLOT_CONFIG[fieldType as keyof typeof TAG_SLOT_CONFIG]
   if (!config) {
@@ -22,3 +59,52 @@ export function getSlotsForFieldType(fieldType: string): readonly string[] {
   }
   return config.slots
 }
+
+/**
+ * Get the field type for a tag slot
+ */
+export function getFieldTypeForSlot(tagSlot: string): keyof typeof TAG_SLOT_CONFIG | null {
+  for (const [fieldType, config] of Object.entries(TAG_SLOT_CONFIG)) {
+    if ((config.slots as readonly string[]).includes(tagSlot)) {
+      return fieldType as keyof typeof TAG_SLOT_CONFIG
+    }
+  }
+  return null
+}
+
+/**
+ * Check if a slot is valid for a given field type
+ */
+export function isValidSlotForFieldType(tagSlot: string, fieldType: string): boolean {
+  const config = TAG_SLOT_CONFIG[fieldType as keyof typeof TAG_SLOT_CONFIG]
+  if (!config) {
+    return false
+  }
+  return (config.slots as readonly string[]).includes(tagSlot)
+}
+
+/**
+ * Display labels for field types
+ */
+export const FIELD_TYPE_LABELS: Record<string, string> = {
+  text: 'Text',
+  number: 'Number',
+  date: 'Date',
+  boolean: 'Boolean',
+}
+
+/**
+ * Get placeholder text for value input based on field type
+ */
+export function getPlaceholderForFieldType(fieldType: string): string {
+  switch (fieldType) {
+    case 'boolean':
+      return 'true or false'
+    case 'number':
+      return 'Enter number'
+    case 'date':
+      return 'YYYY-MM-DD'
+    default:
+      return 'Enter value'
+  }
+}
diff --git a/apps/sim/lib/knowledge/documents/service.ts b/apps/sim/lib/knowledge/documents/service.ts
index c9ff61282..8a3be03e0 100644
--- a/apps/sim/lib/knowledge/documents/service.ts
+++ b/apps/sim/lib/knowledge/documents/service.ts
@@ -5,12 +5,18 @@ import { tasks } from '@trigger.dev/sdk'
 import { and, asc, desc, eq, inArray, isNull, sql } from 'drizzle-orm'
 import { env } from '@/lib/core/config/env'
 import { getStorageMethod, isRedisStorage } from '@/lib/core/storage'
-import { getSlotsForFieldType, type TAG_SLOT_CONFIG } from '@/lib/knowledge/constants'
 import { processDocument } from '@/lib/knowledge/documents/document-processor'
 import { DocumentProcessingQueue } from '@/lib/knowledge/documents/queue'
 import type { DocumentSortField, SortOrder } from '@/lib/knowledge/documents/types'
 import { generateEmbeddings } from '@/lib/knowledge/embeddings'
-import { getNextAvailableSlot } from '@/lib/knowledge/tags/service'
+import {
+  buildUndefinedTagsError,
+  parseBooleanValue,
+  parseDateValue,
+  parseNumberValue,
+  validateTagValue,
+} from '@/lib/knowledge/tags/utils'
+import type { ProcessedDocumentTags } from '@/lib/knowledge/types'
 import { createLogger } from '@/lib/logs/console/logger'
 import type { DocumentProcessingPayload } from '@/background/knowledge-processing'
 
@@ -113,80 +119,194 @@ export interface DocumentTagData {
 }
 
 /**
- * Process structured document tags and create tag definitions
+ * Process structured document tags and validate them against existing definitions
+ * Throws an error if a tag doesn't exist or if the value doesn't match the expected type
  */
 export async function processDocumentTags(
   knowledgeBaseId: string,
   tagData: DocumentTagData[],
   requestId: string
-): Promise<Record<string, string | null>> {
-  const result: Record<string, string | null> = {}
+): Promise<ProcessedDocumentTags> {
+  // Helper to set a tag value with proper typing
+  const setTagValue = (
+    tags: ProcessedDocumentTags,
+    slot: string,
+    value: string | number | Date | boolean | null
+  ): void => {
+    switch (slot) {
+      case 'tag1':
+        tags.tag1 = value as string | null
+        break
+      case 'tag2':
+        tags.tag2 = value as string | null
+        break
+      case 'tag3':
+        tags.tag3 = value as string | null
+        break
+      case 'tag4':
+        tags.tag4 = value as string | null
+        break
+      case 'tag5':
+        tags.tag5 = value as string | null
+        break
+      case 'tag6':
+        tags.tag6 = value as string | null
+        break
+      case 'tag7':
+        tags.tag7 = value as string | null
+        break
+      case 'number1':
+        tags.number1 = value as number | null
+        break
+      case 'number2':
+        tags.number2 = value as number | null
+        break
+      case 'number3':
+        tags.number3 = value as number | null
+        break
+      case 'number4':
+        tags.number4 = value as number | null
+        break
+      case 'number5':
+        tags.number5 = value as number | null
+        break
+      case 'date1':
+        tags.date1 = value as Date | null
+        break
+      case 'date2':
+        tags.date2 = value as Date | null
+        break
+      case 'boolean1':
+        tags.boolean1 = value as boolean | null
+        break
+      case 'boolean2':
+        tags.boolean2 = value as boolean | null
+        break
+      case 'boolean3':
+        tags.boolean3 = value as boolean | null
+        break
+    }
+  }
 
-  const textSlots = getSlotsForFieldType('text')
-  textSlots.forEach((slot) => {
-    result[slot] = null
-  })
+  const result: ProcessedDocumentTags = {
+    tag1: null,
+    tag2: null,
+    tag3: null,
+    tag4: null,
+    tag5: null,
+    tag6: null,
+    tag7: null,
+    number1: null,
+    number2: null,
+    number3: null,
+    number4: null,
+    number5: null,
+    date1: null,
+    date2: null,
+    boolean1: null,
+    boolean2: null,
+    boolean3: null,
+  }
 
   if (!Array.isArray(tagData) || tagData.length === 0) {
     return result
   }
 
-  try {
-    const existingDefinitions = await db
-      .select()
-      .from(knowledgeBaseTagDefinitions)
-      .where(eq(knowledgeBaseTagDefinitions.knowledgeBaseId, knowledgeBaseId))
+  // Fetch existing tag definitions
+  const existingDefinitions = await db
+    .select()
+    .from(knowledgeBaseTagDefinitions)
+    .where(eq(knowledgeBaseTagDefinitions.knowledgeBaseId, knowledgeBaseId))
 
-    const existingByName = new Map(existingDefinitions.map((def) => [def.displayName, def]))
-    const existingBySlot = new Map(existingDefinitions.map((def) => [def.tagSlot as string, def]))
+  const existingByName = new Map(existingDefinitions.map((def) => [def.displayName, def]))
 
-    for (const tag of tagData) {
-      if (!tag.tagName?.trim() || !tag.value?.trim()) continue
+  // First pass: collect all validation errors
+  const undefinedTags: string[] = []
+  const typeErrors: string[] = []
 
-      const tagName = tag.tagName.trim()
-      const fieldType = tag.fieldType
-      const value = tag.value.trim()
+  for (const tag of tagData) {
+    // Skip if no tag name
+    if (!tag.tagName?.trim()) continue
 
-      let targetSlot: string | null = null
+    const tagName = tag.tagName.trim()
+    const fieldType = tag.fieldType || 'text'
 
-      // Check if tag definition already exists
-      const existingDef = existingByName.get(tagName)
-      if (existingDef) {
-        targetSlot = existingDef.tagSlot
-      } else {
-        // Find next available slot using the tags service function
-        targetSlot = await getNextAvailableSlot(knowledgeBaseId, fieldType, existingBySlot)
+    // For boolean, check if value is defined; for others, check if value is non-empty
+    const hasValue =
+      fieldType === 'boolean'
+        ? tag.value !== undefined && tag.value !== null && tag.value !== ''
+        : tag.value?.trim && tag.value.trim().length > 0
 
-        // Create new tag definition if we have a slot
-        if (targetSlot) {
-          const newDefinition = {
-            id: randomUUID(),
-            knowledgeBaseId,
-            tagSlot: targetSlot as (typeof TAG_SLOT_CONFIG.text.slots)[number],
-            displayName: tagName,
-            fieldType,
-            createdAt: new Date(),
-            updatedAt: new Date(),
-          }
+    if (!hasValue) continue
 
-          await db.insert(knowledgeBaseTagDefinitions).values(newDefinition)
-          existingBySlot.set(targetSlot, newDefinition)
-
-          logger.info(`[${requestId}] Created tag definition: ${tagName} -> ${targetSlot}`)
-        }
-      }
-
-      // Assign value to the slot
-      if (targetSlot) {
-        result[targetSlot] = value
-      }
+    // Check if tag exists
+    const existingDef = existingByName.get(tagName)
+    if (!existingDef) {
+      undefinedTags.push(tagName)
+      continue
     }
 
-    return result
-  } catch (error) {
-    logger.error(`[${requestId}] Error processing document tags:`, error)
-    return result
+    // Validate value type using shared validation
+    const rawValue = typeof tag.value === 'string' ? tag.value.trim() : tag.value
+    const actualFieldType = existingDef.fieldType || fieldType
+    const validationError = validateTagValue(tagName, String(rawValue), actualFieldType)
+    if (validationError) {
+      typeErrors.push(validationError)
+    }
   }
+
+  // Throw combined error if there are any validation issues
+  if (undefinedTags.length > 0 || typeErrors.length > 0) {
+    const errorParts: string[] = []
+
+    if (undefinedTags.length > 0) {
+      errorParts.push(buildUndefinedTagsError(undefinedTags))
+    }
+
+    if (typeErrors.length > 0) {
+      errorParts.push(...typeErrors)
+    }
+
+    throw new Error(errorParts.join('\n'))
+  }
+
+  // Second pass: process valid tags
+  for (const tag of tagData) {
+    if (!tag.tagName?.trim()) continue
+
+    const tagName = tag.tagName.trim()
+    const fieldType = tag.fieldType || 'text'
+
+    const hasValue =
+      fieldType === 'boolean'
+        ? tag.value !== undefined && tag.value !== null && tag.value !== ''
+        : tag.value?.trim && tag.value.trim().length > 0
+
+    if (!hasValue) continue
+
+    const existingDef = existingByName.get(tagName)
+    if (!existingDef) continue // Already validated above
+
+    const targetSlot = existingDef.tagSlot
+    const actualFieldType = existingDef.fieldType || fieldType
+    const rawValue = typeof tag.value === 'string' ? tag.value.trim() : tag.value
+    const stringValue = String(rawValue).trim()
+
+    // Assign value to the slot with proper type conversion (values already validated)
+    if (actualFieldType === 'boolean') {
+      setTagValue(result, targetSlot, parseBooleanValue(stringValue) ?? false)
+    } else if (actualFieldType === 'number') {
+      setTagValue(result, targetSlot, parseNumberValue(stringValue))
+    } else if (actualFieldType === 'date') {
+      setTagValue(result, targetSlot, parseDateValue(stringValue))
+    } else {
+      setTagValue(result, targetSlot, stringValue)
+    }
+
+    logger.info(`[${requestId}] Set tag ${tagName} (${targetSlot}) = ${stringValue}`)
+  }
+
+  return result
 }
 
 /**
@@ -375,6 +495,7 @@ export async function processDocumentAsync(
 
         const documentRecord = await db
           .select({
+            // Text tags (7 slots)
             tag1: document.tag1,
             tag2: document.tag2,
             tag3: document.tag3,
@@ -382,6 +503,19 @@ export async function processDocumentAsync(
             tag5: document.tag5,
             tag6: document.tag6,
             tag7: document.tag7,
+            // Number tags (5 slots)
+            number1: document.number1,
+            number2: document.number2,
+            number3: document.number3,
+            number4: document.number4,
+            number5: document.number5,
+            // Date tags (2 slots)
+            date1: document.date1,
+            date2: document.date2,
+            // Boolean tags (3 slots)
+            boolean1: document.boolean1,
+            boolean2: document.boolean2,
+            boolean3: document.boolean3,
           })
           .from(document)
           .where(eq(document.id, documentId))
@@ -404,7 +538,7 @@ export async function processDocumentAsync(
           embeddingModel: 'text-embedding-3-small',
           startOffset: chunk.metadata.startIndex,
           endOffset: chunk.metadata.endIndex,
-          // Copy tags from document
+          // Copy text tags from document (7 slots)
           tag1: documentTags.tag1,
           tag2: documentTags.tag2,
           tag3: documentTags.tag3,
@@ -412,6 +546,19 @@ export async function processDocumentAsync(
           tag5: documentTags.tag5,
           tag6: documentTags.tag6,
           tag7: documentTags.tag7,
+          // Copy number tags from document (5 slots)
+          number1: documentTags.number1,
+          number2: documentTags.number2,
+          number3: documentTags.number3,
+          number4: documentTags.number4,
+          number5: documentTags.number5,
+          // Copy date tags from document (2 slots)
+          date1: documentTags.date1,
+          date2: documentTags.date2,
+          // Copy boolean tags from document (3 slots)
+          boolean1: documentTags.boolean1,
+          boolean2: documentTags.boolean2,
+          boolean3: documentTags.boolean3,
           createdAt: now,
           updatedAt: now,
         }))
@@ -568,15 +715,7 @@ export async function createDocumentRecords(
     for (const docData of documents) {
       const documentId = randomUUID()
 
-      let processedTags: Record<string, string | null> = {
-        tag1: null,
-        tag2: null,
-        tag3: null,
-        tag4: null,
-        tag5: null,
-        tag6: null,
-        tag7: null,
-      }
+      let processedTags: Record<string, any> = {}
 
       if (docData.documentTagsData) {
         try {
@@ -585,7 +724,12 @@ export async function createDocumentRecords(
             processedTags = await processDocumentTags(knowledgeBaseId, tagData, requestId)
           }
         } catch (error) {
-          logger.warn(`[${requestId}] Failed to parse documentTagsData for bulk document:`, error)
+          // Re-throw validation errors, only catch JSON parse errors
+          if (error instanceof SyntaxError) {
+            logger.warn(`[${requestId}] Failed to parse documentTagsData for bulk document:`, error)
+          } else {
+            throw error
+          }
         }
       }
 
@@ -602,14 +746,27 @@ export async function createDocumentRecords(
         processingStatus: 'pending' as const,
         enabled: true,
         uploadedAt: now,
-        // Use processed tags if available, otherwise fall back to individual tag fields
-        tag1: processedTags.tag1 || docData.tag1 || null,
-        tag2: processedTags.tag2 || docData.tag2 || null,
-        tag3: processedTags.tag3 || docData.tag3 || null,
-        tag4: processedTags.tag4 || docData.tag4 || null,
-        tag5: processedTags.tag5 || docData.tag5 || null,
-        tag6: processedTags.tag6 || docData.tag6 || null,
-        tag7: processedTags.tag7 || docData.tag7 || null,
+        // Text tags - use processed tags if available, otherwise fall back to individual tag fields
+        tag1: processedTags.tag1 ?? docData.tag1 ?? null,
+        tag2: processedTags.tag2 ?? docData.tag2 ?? null,
+        tag3: processedTags.tag3 ?? docData.tag3 ?? null,
+        tag4: processedTags.tag4 ?? docData.tag4 ?? null,
+        tag5: processedTags.tag5 ?? docData.tag5 ?? null,
+        tag6: processedTags.tag6 ?? docData.tag6 ?? null,
+        tag7: processedTags.tag7 ?? docData.tag7 ?? null,
+        // Number tags (5 slots)
+        number1: processedTags.number1 ?? null,
+        number2: processedTags.number2 ?? null,
+        number3: processedTags.number3 ?? null,
+        number4: processedTags.number4 ?? null,
+        number5: processedTags.number5 ?? null,
+        // Date tags (2 slots)
+        date1: processedTags.date1 ?? null,
+        date2: processedTags.date2 ?? null,
+        // Boolean tags (3 slots)
+        boolean1: processedTags.boolean1 ?? null,
+        boolean2: processedTags.boolean2 ?? null,
+        boolean3: processedTags.boolean3 ?? null,
       }
 
       documentRecords.push(newDocument)
@@ -679,6 +836,7 @@ export async function getDocuments(
     processingError: string | null
     enabled: boolean
     uploadedAt: Date
+    // Text tags
     tag1: string | null
     tag2: string | null
     tag3: string | null
@@ -686,6 +844,19 @@ export async function getDocuments(
     tag5: string | null
     tag6: string | null
     tag7: string | null
+    // Number tags
+    number1: number | null
+    number2: number | null
+    number3: number | null
+    number4: number | null
+    number5: number | null
+    // Date tags
+    date1: Date | null
+    date2: Date | null
+    // Boolean tags
+    boolean1: boolean | null
+    boolean2: boolean | null
+    boolean3: boolean | null
   }>
   pagination: {
     total: number
@@ -772,7 +943,7 @@ export async function getDocuments(
       processingError: document.processingError,
       enabled: document.enabled,
       uploadedAt: document.uploadedAt,
-      // Include tags in response
+      // Text tags (7 slots)
       tag1: document.tag1,
       tag2: document.tag2,
       tag3: document.tag3,
@@ -780,6 +951,19 @@ export async function getDocuments(
       tag5: document.tag5,
       tag6: document.tag6,
       tag7: document.tag7,
+      // Number tags (5 slots)
+      number1: document.number1,
+      number2: document.number2,
+      number3: document.number3,
+      number4: document.number4,
+      number5: document.number5,
+      // Date tags (2 slots)
+      date1: document.date1,
+      date2: document.date2,
+      // Boolean tags (3 slots)
+      boolean1: document.boolean1,
+      boolean2: document.boolean2,
+      boolean3: document.boolean3,
     })
     .from(document)
     .where(and(...whereConditions))
@@ -807,6 +991,7 @@ export async function getDocuments(
       processingError: doc.processingError,
       enabled: doc.enabled,
       uploadedAt: doc.uploadedAt,
+      // Text tags
       tag1: doc.tag1,
       tag2: doc.tag2,
       tag3: doc.tag3,
@@ -814,6 +999,19 @@ export async function getDocuments(
       tag5: doc.tag5,
       tag6: doc.tag6,
       tag7: doc.tag7,
+      // Number tags
+      number1: doc.number1,
+      number2: doc.number2,
+      number3: doc.number3,
+      number4: doc.number4,
+      number5: doc.number5,
+      // Date tags
+      date1: doc.date1,
+      date2: doc.date2,
+      // Boolean tags
+      boolean1: doc.boolean1,
+      boolean2: doc.boolean2,
+      boolean3: doc.boolean3,
     })),
     pagination: {
       total,
@@ -883,14 +1081,28 @@ export async function createSingleDocument(
   const now = new Date()
 
   // Process structured tag data if provided
-  let processedTags: Record<string, string | null> = {
-    tag1: documentData.tag1 || null,
-    tag2: documentData.tag2 || null,
-    tag3: documentData.tag3 || null,
-    tag4: documentData.tag4 || null,
-    tag5: documentData.tag5 || null,
-    tag6: documentData.tag6 || null,
-    tag7: documentData.tag7 || null,
+  let processedTags: Record<string, any> = {
+    // Text tags (7 slots)
+    tag1: documentData.tag1 ?? null,
+    tag2: documentData.tag2 ?? null,
+    tag3: documentData.tag3 ?? null,
+    tag4: documentData.tag4 ?? null,
+    tag5: documentData.tag5 ?? null,
+    tag6: documentData.tag6 ?? null,
+    tag7: documentData.tag7 ?? null,
+    // Number tags (5 slots)
+    number1: null,
+    number2: null,
+    number3: null,
+    number4: null,
+    number5: null,
+    // Date tags (2 slots)
+    date1: null,
+    date2: null,
+    // Boolean tags (3 slots)
+    boolean1: null,
+    boolean2: null,
+    boolean3: null,
   }
 
   if (documentData.documentTagsData) {
@@ -901,7 +1113,12 @@ export async function createSingleDocument(
         processedTags = await processDocumentTags(knowledgeBaseId, tagData, requestId)
       }
     } catch (error) {
-      logger.warn(`[${requestId}] Failed to parse documentTagsData:`, error)
+      // Re-throw validation errors, only catch JSON parse errors
+      if (error instanceof SyntaxError) {
+        logger.warn(`[${requestId}] Failed to parse documentTagsData:`, error)
+      } else {
+        throw error
+      }
     }
   }
 
@@ -1183,6 +1400,7 @@ export async function updateDocument(
     characterCount?: number
     processingStatus?: 'pending' | 'processing' | 'completed' | 'failed'
     processingError?: string
+    // Text tags
     tag1?: string
     tag2?: string
     tag3?: string
@@ -1190,6 +1408,19 @@ export async function updateDocument(
     tag5?: string
     tag6?: string
     tag7?: string
+    // Number tags
+    number1?: string
+    number2?: string
+    number3?: string
+    number4?: string
+    number5?: string
+    // Date tags
+    date1?: string
+    date2?: string
+    // Boolean tags
+    boolean1?: string
+    boolean2?: string
+    boolean3?: string
   },
   requestId: string
 ): Promise<{
@@ -1215,6 +1446,16 @@ export async function updateDocument(
   tag5: string | null
   tag6: string | null
   tag7: string | null
+  number1: number | null
+  number2: number | null
+  number3: number | null
+  number4: number | null
+  number5: number | null
+  date1: Date | null
+  date2: Date | null
+  boolean1: boolean | null
+  boolean2: boolean | null
+  boolean3: boolean | null
   deletedAt: Date | null
 }> {
   const dbUpdateData: Partial<{
@@ -1234,9 +1475,38 @@ export async function updateDocument(
     tag5: string | null
     tag6: string | null
     tag7: string | null
+    number1: number | null
+    number2: number | null
+    number3: number | null
+    number4: number | null
+    number5: number | null
+    date1: Date | null
+    date2: Date | null
+    boolean1: boolean | null
+    boolean2: boolean | null
+    boolean3: boolean | null
   }> = {}
-  const TAG_SLOTS = ['tag1', 'tag2', 'tag3', 'tag4', 'tag5', 'tag6', 'tag7'] as const
-  type TagSlot = (typeof TAG_SLOTS)[number]
+  // All tag slots across all field types
+  const ALL_TAG_SLOTS = [
+    'tag1',
+    'tag2',
+    'tag3',
+    'tag4',
+    'tag5',
+    'tag6',
+    'tag7',
+    'number1',
+    'number2',
+    'number3',
+    'number4',
+    'number5',
+    'date1',
+    'date2',
+    'boolean1',
+    'boolean2',
+    'boolean3',
+  ] as const
+  type TagSlot = (typeof ALL_TAG_SLOTS)[number]
 
   // Regular field updates
   if (updateData.filename !== undefined) dbUpdateData.filename = updateData.filename
@@ -1250,23 +1520,49 @@ export async function updateDocument(
   if (updateData.processingError !== undefined)
     dbUpdateData.processingError = updateData.processingError
 
-  TAG_SLOTS.forEach((slot: TagSlot) => {
+  // Helper to convert string values to proper types for the database
+  const convertTagValue = (
+    slot: string,
+    value: string | undefined
+  ): string | number | Date | boolean | null => {
+    if (value === undefined || value === '') return null
+
+    // Number slots
+    if (slot.startsWith('number')) {
+      return parseNumberValue(value)
+    }
+
+    // Date slots
+    if (slot.startsWith('date')) {
+      return parseDateValue(value)
+    }
+
+    // Boolean slots
+    if (slot.startsWith('boolean')) {
+      return parseBooleanValue(value) ?? false
+    }
+
+    // Text slots: keep as string
+    return value || null
+  }
+
+  ALL_TAG_SLOTS.forEach((slot: TagSlot) => {
     const updateValue = (updateData as any)[slot]
     if (updateValue !== undefined) {
-      ;(dbUpdateData as any)[slot] = updateValue
+      ;(dbUpdateData as any)[slot] = convertTagValue(slot, updateValue)
     }
   })
 
   await db.transaction(async (tx) => {
     await tx.update(document).set(dbUpdateData).where(eq(document.id, documentId))
 
-    const hasTagUpdates = TAG_SLOTS.some((field) => (updateData as any)[field] !== undefined)
+    const hasTagUpdates = ALL_TAG_SLOTS.some((field) => (updateData as any)[field] !== undefined)
 
     if (hasTagUpdates) {
-      const embeddingUpdateData: Record<string, string | null> = {}
-      TAG_SLOTS.forEach((field) => {
+      const embeddingUpdateData: Record<string, any> = {}
+      ALL_TAG_SLOTS.forEach((field) => {
         if ((updateData as any)[field] !== undefined) {
-          embeddingUpdateData[field] = (updateData as any)[field] || null
+          embeddingUpdateData[field] = convertTagValue(field, (updateData as any)[field])
         }
       })
 
@@ -1313,6 +1609,16 @@ export async function updateDocument(
     tag5: doc.tag5,
     tag6: doc.tag6,
     tag7: doc.tag7,
+    number1: doc.number1,
+    number2: doc.number2,
+    number3: doc.number3,
+    number4: doc.number4,
+    number5: doc.number5,
+    date1: doc.date1,
+    date2: doc.date2,
+    boolean1: doc.boolean1,
+    boolean2: doc.boolean2,
+    boolean3: doc.boolean3,
     deletedAt: doc.deletedAt,
   }
 }
diff --git a/apps/sim/lib/knowledge/filters/index.ts b/apps/sim/lib/knowledge/filters/index.ts
new file mode 100644
index 000000000..26bee6598
--- /dev/null
+++ b/apps/sim/lib/knowledge/filters/index.ts
@@ -0,0 +1,2 @@
+export * from './query-builder'
+export * from './types'
diff --git a/apps/sim/lib/knowledge/filters/query-builder.ts b/apps/sim/lib/knowledge/filters/query-builder.ts
new file mode 100644
index 000000000..83bad1175
--- /dev/null
+++ b/apps/sim/lib/knowledge/filters/query-builder.ts
@@ -0,0 +1,393 @@
+import { document, embedding } from '@sim/db/schema'
+import { and, eq, gt, gte, ilike, lt, lte, ne, not, or, type SQL } from 'drizzle-orm'
+import type {
+  BooleanFilterCondition,
+  DateFilterCondition,
+  FilterCondition,
+  FilterGroup,
+  NumberFilterCondition,
+  SimpleTagFilter,
+  TagFilter,
+  TextFilterCondition,
+} from './types'
+
+/**
+ * Valid tag slots that can be used in filters
+ */
+const VALID_TEXT_SLOTS = ['tag1', 'tag2', 'tag3', 'tag4', 'tag5', 'tag6', 'tag7'] as const
+const VALID_NUMBER_SLOTS = ['number1', 'number2', 'number3', 'number4', 'number5'] as const
+const VALID_DATE_SLOTS = ['date1', 'date2'] as const
+const VALID_BOOLEAN_SLOTS = ['boolean1', 'boolean2', 'boolean3'] as const
+
+type TextSlot = (typeof VALID_TEXT_SLOTS)[number]
+type NumberSlot = (typeof VALID_NUMBER_SLOTS)[number]
+type DateSlot = (typeof VALID_DATE_SLOTS)[number]
+type BooleanSlot = (typeof VALID_BOOLEAN_SLOTS)[number]
+
+/**
+ * Validates that a tag slot is valid for the given field type
+ */
+function isValidSlotForType(
+  slot: string,
+  fieldType: string
+): slot is TextSlot | NumberSlot | DateSlot | BooleanSlot {
+  switch (fieldType) {
+    case 'text':
+      return (VALID_TEXT_SLOTS as readonly string[]).includes(slot)
+    case 'number':
+      return (VALID_NUMBER_SLOTS as readonly string[]).includes(slot)
+    case 'date':
+      return (VALID_DATE_SLOTS as readonly string[]).includes(slot)
+    case 'boolean':
+      return (VALID_BOOLEAN_SLOTS as readonly string[]).includes(slot)
+    default:
+      return false
+  }
+}
+
+/**
+ * Build SQL condition for a text filter
+ */
+function buildTextCondition(
+  condition: TextFilterCondition,
+  table: typeof document | typeof embedding
+): SQL | null {
+  const { tagSlot, operator, value } = condition
+
+  if (!isValidSlotForType(tagSlot, 'text')) {
+    return null
+  }
+
+  const column = table[tagSlot as TextSlot]
+  if (!column) return null
+
+  switch (operator) {
+    case 'eq':
+      return eq(column, value)
+    case 'neq':
+      return ne(column, value)
+    case 'contains':
+      return ilike(column, `%${value}%`)
+    case 'not_contains':
+      return not(ilike(column, `%${value}%`))
+    case 'starts_with':
+      return ilike(column, `${value}%`)
+    case 'ends_with':
+      return ilike(column, `%${value}`)
+    default:
+      return null
+  }
+}
+
+/**
+ * Build SQL condition for a number filter
+ */
+function buildNumberCondition(
+  condition: NumberFilterCondition,
+  table: typeof document | typeof embedding
+): SQL | null {
+  const { tagSlot, operator, value, valueTo } = condition
+
+  if (!isValidSlotForType(tagSlot, 'number')) {
+    return null
+  }
+
+  const column = table[tagSlot as NumberSlot]
+  if (!column) return null
+
+  switch (operator) {
+    case 'eq':
+      return eq(column, value)
+    case 'neq':
+      return ne(column, value)
+    case 'gt':
+      return gt(column, value)
+    case 'gte':
+      return gte(column, value)
+    case 'lt':
+      return lt(column, value)
+    case 'lte':
+      return lte(column, value)
+    case 'between':
+      if (valueTo !== undefined) {
+        return and(gte(column, value), lte(column, valueTo)) ?? null
+      }
+      return null
+    default:
+      return null
+  }
+}
+
+/**
+ * Parse a YYYY-MM-DD date string into a UTC Date object.
+ */
+function parseDateValue(value: string): Date | null {
+  if (!/^\d{4}-\d{2}-\d{2}$/.test(value)) return null
+  const [year, month, day] = value.split('-').map(Number)
+  return new Date(Date.UTC(year, month - 1, day))
+}
+
+/**
+ * Build SQL condition for a date filter.
+ * Expects date values in YYYY-MM-DD format.
+ */
+function buildDateCondition(
+  condition: DateFilterCondition,
+  table: typeof document | typeof embedding
+): SQL | null {
+  const { tagSlot, operator, value, valueTo } = condition
+
+  if (!isValidSlotForType(tagSlot, 'date')) {
+    return null
+  }
+
+  const column = table[tagSlot as DateSlot]
+  if (!column) return null
+
+  const dateValue = parseDateValue(value)
+  if (!dateValue) return null
+
+  switch (operator) {
+    case 'eq':
+      return eq(column, dateValue)
+    case 'neq':
+      return ne(column, dateValue)
+    case 'gt':
+      return gt(column, dateValue)
+    case 'gte':
+      return gte(column, dateValue)
+    case 'lt':
+      return lt(column, dateValue)
+    case 'lte':
+      return lte(column, dateValue)
+    case 'between':
+      if (valueTo !== undefined) {
+        const dateValueTo = parseDateValue(valueTo)
+        if (!dateValueTo) return null
+        return and(gte(column, dateValue), lte(column, dateValueTo)) ?? null
+      }
+      return null
+    default:
+      return null
+  }
+}
+
+/**
+ * Build SQL condition for a boolean filter
+ */
+function buildBooleanCondition(
+  condition: BooleanFilterCondition,
+  table: typeof document | typeof embedding
+): SQL | null {
+  const { tagSlot, operator, value } = condition
+
+  if (!isValidSlotForType(tagSlot, 'boolean')) {
+    return null
+  }
+
+  const column = table[tagSlot as BooleanSlot]
+  if (!column) return null
+
+  switch (operator) {
+    case 'eq':
+      return eq(column, value)
+    case 'neq':
+      return ne(column, value)
+    default:
+      return null
+  }
+}
+
+/**
+ * Build SQL condition for a single filter condition
+ */
+function buildCondition(
+  condition: FilterCondition,
+  table: typeof document | typeof embedding
+): SQL | null {
+  switch (condition.fieldType) {
+    case 'text':
+      return buildTextCondition(condition, table)
+    case 'number':
+      return buildNumberCondition(condition, table)
+    case 'date':
+      return buildDateCondition(condition, table)
+    case 'boolean':
+      return buildBooleanCondition(condition, table)
+    default:
+      return null
+  }
+}
+
+/**
+ * Build SQL condition for a filter group
+ */
+function buildGroupCondition(
+  group: FilterGroup,
+  table: typeof document | typeof embedding
+): SQL | null {
+  const conditions = group.conditions
+    .map((condition) => buildCondition(condition, table))
+    .filter((c): c is SQL => c !== null)
+
+  if (conditions.length === 0) {
+    return null
+  }
+
+  if (conditions.length === 1) {
+    return conditions[0]
+  }
+
+  return (group.operator === 'AND' ? and(...conditions) : or(...conditions)) ?? null
+}
+
+/**
+ * Build SQL WHERE clause from a TagFilter
+ * Supports nested groups with AND/OR logic
+ */
+export function buildTagFilterQuery(
+  filter: TagFilter,
+  table: typeof document | typeof embedding
+): SQL | null {
+  const groupConditions = filter.groups
+    .map((group) => buildGroupCondition(group, table))
+    .filter((c): c is SQL => c !== null)
+
+  if (groupConditions.length === 0) {
+    return null
+  }
+
+  if (groupConditions.length === 1) {
+    return groupConditions[0]
+  }
+
+  return (filter.rootOperator === 'AND' ? and(...groupConditions) : or(...groupConditions)) ?? null
+}
+
+/**
+ * Build SQL WHERE clause from a SimpleTagFilter
+ * For flat filter structures without nested groups
+ */
+export function buildSimpleTagFilterQuery(
+  filter: SimpleTagFilter,
+  table: typeof document | typeof embedding
+): SQL | null {
+  const conditions = filter.conditions
+    .map((condition) => buildCondition(condition, table))
+    .filter((c): c is SQL => c !== null)
+
+  if (conditions.length === 0) {
+    return null
+  }
+
+  if (conditions.length === 1) {
+    return conditions[0]
+  }
+
+  return (filter.operator === 'AND' ? and(...conditions) : or(...conditions)) ?? null
+}
+
+/**
+ * Build SQL WHERE clause from an array of filter conditions
+ * Combines all conditions with AND by default
+ */
+export function buildFilterConditionsQuery(
+  conditions: FilterCondition[],
+  table: typeof document | typeof embedding,
+  operator: 'AND' | 'OR' = 'AND'
+): SQL | null {
+  return buildSimpleTagFilterQuery({ operator, conditions }, table)
+}
+
+/**
+ * Convenience function to build filter for document table
+ */
+export function buildDocumentFilterQuery(filter: TagFilter | SimpleTagFilter): SQL | null {
+  if ('rootOperator' in filter) {
+    return buildTagFilterQuery(filter, document)
+  }
+  return buildSimpleTagFilterQuery(filter, document)
+}
+
+/**
+ * Convenience function to build filter for embedding table
+ */
+export function buildEmbeddingFilterQuery(filter: TagFilter | SimpleTagFilter): SQL | null {
+  if ('rootOperator' in filter) {
+    return buildTagFilterQuery(filter, embedding)
+  }
+  return buildSimpleTagFilterQuery(filter, embedding)
+}
+
+/**
+ * Validate a filter condition
+ * Returns an array of validation errors, empty if valid
+ */
+export function validateFilterCondition(condition: FilterCondition): string[] {
+  const errors: string[] = []
+
+  if (!isValidSlotForType(condition.tagSlot, condition.fieldType)) {
+    errors.push(`Invalid tag slot "${condition.tagSlot}" for field type "${condition.fieldType}"`)
+  }
+
+  switch (condition.fieldType) {
+    case 'text':
+      if (typeof condition.value !== 'string') {
+        errors.push('Text filter value must be a string')
+      }
+      break
+    case 'number':
+      if (typeof condition.value !== 'number' || Number.isNaN(condition.value)) {
+        errors.push('Number filter value must be a valid number')
+      }
+      if (condition.operator === 'between' && condition.valueTo === undefined) {
+        errors.push('Between operator requires a second value')
+      }
+      if (condition.valueTo !== undefined && typeof condition.valueTo !== 'number') {
+        errors.push('Number filter second value must be a valid number')
+      }
+      break
+    case 'date':
+      if (typeof condition.value !== 'string' || !/^\d{4}-\d{2}-\d{2}$/.test(condition.value)) {
+        errors.push('Date filter value must be in YYYY-MM-DD format')
+      }
+      if (condition.operator === 'between' && condition.valueTo === undefined) {
+        errors.push('Between operator requires a second value')
+      }
+      if (
+        condition.valueTo !== undefined &&
+        (typeof condition.valueTo !== 'string' || !/^\d{4}-\d{2}-\d{2}$/.test(condition.valueTo))
+      ) {
+        errors.push('Date filter second value must be in YYYY-MM-DD format')
+      }
+      break
+    case 'boolean':
+      if (typeof condition.value !== 'boolean') {
+        errors.push('Boolean filter value must be true or false')
+      }
+      break
+  }
+
+  return errors
+}
+
+/**
+ * Validate all conditions in a filter
+ */
+export function validateFilter(filter: TagFilter | SimpleTagFilter): string[] {
+  const errors: string[] = []
+
+  if ('rootOperator' in filter) {
+    for (const group of filter.groups) {
+      for (const condition of group.conditions) {
+        errors.push(...validateFilterCondition(condition))
+      }
+    }
+  } else {
+    for (const condition of filter.conditions) {
+      errors.push(...validateFilterCondition(condition))
+    }
+  }
+
+  return errors
+}
diff --git a/apps/sim/lib/knowledge/filters/types.ts b/apps/sim/lib/knowledge/filters/types.ts
new file mode 100644
index 000000000..af8f5406c
--- /dev/null
+++ b/apps/sim/lib/knowledge/filters/types.ts
@@ -0,0 +1,191 @@
+/**
+ * Filter operators for different field types
+ */
+
+/**
+ * Text filter operators
+ */
+export type TextOperator = 'eq' | 'neq' | 'contains' | 'not_contains' | 'starts_with' | 'ends_with'
+
+/**
+ * Number filter operators
+ */
+export type NumberOperator = 'eq' | 'neq' | 'gt' | 'gte' | 'lt' | 'lte' | 'between'
+
+/**
+ * Date filter operators
+ */
+export type DateOperator = 'eq' | 'neq' | 'gt' | 'gte' | 'lt' | 'lte' | 'between'
+
+/**
+ * Boolean filter operators
+ */
+export type BooleanOperator = 'eq' | 'neq'
+
+/**
+ * All filter operators union
+ */
+export type FilterOperator = TextOperator | NumberOperator | DateOperator | BooleanOperator
+
+/**
+ * Field types supported for filtering
+ */
+export type FilterFieldType = 'text' | 'number' | 'date' | 'boolean'
+
+/**
+ * Logical operators for combining filters
+ */
+export type LogicalOperator = 'AND' | 'OR'
+
+/**
+ * Base filter condition interface
+ */
+interface BaseFilterCondition {
+  tagSlot: string
+  fieldType: FilterFieldType
+}
+
+/**
+ * Text filter condition
+ */
+export interface TextFilterCondition extends BaseFilterCondition {
+  fieldType: 'text'
+  operator: TextOperator
+  value: string
+}
+
+/**
+ * Number filter condition
+ */
+export interface NumberFilterCondition extends BaseFilterCondition {
+  fieldType: 'number'
+  operator: NumberOperator
+  value: number
+  valueTo?: number // For 'between' operator
+}
+
+/**
+ * Date filter condition
+ */
+export interface DateFilterCondition extends BaseFilterCondition {
+  fieldType: 'date'
+  operator: DateOperator
+  value: string // ISO date string
+  valueTo?: string // For 'between' operator (ISO date string)
+}
+
+/**
+ * Boolean filter condition
+ */
+export interface BooleanFilterCondition extends BaseFilterCondition {
+  fieldType: 'boolean'
+  operator: BooleanOperator
+  value: boolean
+}
+
+/**
+ * Union of all filter conditions
+ */
+export type FilterCondition =
+  | TextFilterCondition
+  | NumberFilterCondition
+  | DateFilterCondition
+  | BooleanFilterCondition
+
+/**
+ * Filter group with logical operator
+ */
+export interface FilterGroup {
+  operator: LogicalOperator
+  conditions: FilterCondition[]
+}
+
+/**
+ * Complete filter query structure
+ * Supports nested groups with AND/OR logic
+ */
+export interface TagFilter {
+  rootOperator: LogicalOperator
+  groups: FilterGroup[]
+}
+
+/**
+ * Simplified flat filter structure for simple use cases
+ */
+export interface SimpleTagFilter {
+  operator: LogicalOperator
+  conditions: FilterCondition[]
+}
+
+/**
+ * Operator metadata for UI display
+ */
+export interface OperatorInfo {
+  value: string
+  label: string
+  requiresSecondValue?: boolean
+}
+
+/**
+ * Text operators metadata
+ */
+export const TEXT_OPERATORS: OperatorInfo[] = [
+  { value: 'eq', label: 'equals' },
+  { value: 'neq', label: 'not equals' },
+  { value: 'contains', label: 'contains' },
+  { value: 'not_contains', label: 'does not contain' },
+  { value: 'starts_with', label: 'starts with' },
+  { value: 'ends_with', label: 'ends with' },
+]
+
+/**
+ * Number operators metadata
+ */
+export const NUMBER_OPERATORS: OperatorInfo[] = [
+  { value: 'eq', label: 'equals' },
+  { value: 'neq', label: 'not equals' },
+  { value: 'gt', label: 'greater than' },
+  { value: 'gte', label: 'greater than or equal' },
+  { value: 'lt', label: 'less than' },
+  { value: 'lte', label: 'less than or equal' },
+  { value: 'between', label: 'between', requiresSecondValue: true },
+]
+
+/**
+ * Date operators metadata
+ */
+export const DATE_OPERATORS: OperatorInfo[] = [
+  { value: 'eq', label: 'equals' },
+  { value: 'neq', label: 'not equals' },
+  { value: 'gt', label: 'after' },
+  { value: 'gte', label: 'on or after' },
+  { value: 'lt', label: 'before' },
+  { value: 'lte', label: 'on or before' },
+  { value: 'between', label: 'between', requiresSecondValue: true },
+]
+
+/**
+ * Boolean operators metadata
+ */
+export const BOOLEAN_OPERATORS: OperatorInfo[] = [
+  { value: 'eq', label: 'is' },
+  { value: 'neq', label: 'is not' },
+]
+
+/**
+ * Get operators for a field type
+ */
+export function getOperatorsForFieldType(fieldType: FilterFieldType): OperatorInfo[] {
+  switch (fieldType) {
+    case 'text':
+      return TEXT_OPERATORS
+    case 'number':
+      return NUMBER_OPERATORS
+    case 'date':
+      return DATE_OPERATORS
+    case 'boolean':
+      return BOOLEAN_OPERATORS
+    default:
+      return []
+  }
+}
diff --git a/apps/sim/lib/knowledge/tags/service.ts b/apps/sim/lib/knowledge/tags/service.ts
index 54061883c..66d663f58 100644
--- a/apps/sim/lib/knowledge/tags/service.ts
+++ b/apps/sim/lib/knowledge/tags/service.ts
@@ -2,11 +2,7 @@ import { randomUUID } from 'crypto'
 import { db } from '@sim/db'
 import { document, embedding, knowledgeBaseTagDefinitions } from '@sim/db/schema'
 import { and, eq, isNotNull, isNull, sql } from 'drizzle-orm'
-import {
-  getSlotsForFieldType,
-  SUPPORTED_FIELD_TYPES,
-  type TAG_SLOT_CONFIG,
-} from '@/lib/knowledge/constants'
+import { getSlotsForFieldType, SUPPORTED_FIELD_TYPES } from '@/lib/knowledge/constants'
 import type { BulkTagDefinitionsData, DocumentTagDefinition } from '@/lib/knowledge/tags/types'
 import type {
   CreateTagDefinitionData,
@@ -17,14 +13,45 @@ import { createLogger } from '@/lib/logs/console/logger'
 
 const logger = createLogger('TagsService')
 
-const VALID_TAG_SLOTS = ['tag1', 'tag2', 'tag3', 'tag4', 'tag5', 'tag6', 'tag7'] as const
+/** Text tag slots */
+const VALID_TEXT_SLOTS = ['tag1', 'tag2', 'tag3', 'tag4', 'tag5', 'tag6', 'tag7'] as const
 
-function validateTagSlot(tagSlot: string): asserts tagSlot is (typeof VALID_TAG_SLOTS)[number] {
-  if (!VALID_TAG_SLOTS.includes(tagSlot as (typeof VALID_TAG_SLOTS)[number])) {
+const VALID_NUMBER_SLOTS = ['number1', 'number2', 'number3', 'number4', 'number5'] as const
+/** Date tag slots (reduced to 2 for write performance) */
+const VALID_DATE_SLOTS = ['date1', 'date2'] as const
+/** Boolean tag slots */
+const VALID_BOOLEAN_SLOTS = ['boolean1', 'boolean2', 'boolean3'] as const
+
+/** All valid tag slots combined */
+const VALID_TAG_SLOTS = [
+  ...VALID_TEXT_SLOTS,
+  ...VALID_NUMBER_SLOTS,
+  ...VALID_DATE_SLOTS,
+  ...VALID_BOOLEAN_SLOTS,
+] as const
+
+type ValidTagSlot = (typeof VALID_TAG_SLOTS)[number]
+
+/**
+ * Validates that a tag slot is a valid slot name
+ */
+function validateTagSlot(tagSlot: string): asserts tagSlot is ValidTagSlot {
+  if (!VALID_TAG_SLOTS.includes(tagSlot as ValidTagSlot)) {
     throw new Error(`Invalid tag slot: ${tagSlot}. Must be one of: ${VALID_TAG_SLOTS.join(', ')}`)
   }
 }
 
+/**
+ * Get the field type for a tag slot
+ */
+function getFieldTypeForSlot(tagSlot: string): string | null {
+  if ((VALID_TEXT_SLOTS as readonly string[]).includes(tagSlot)) return 'text'
+  if ((VALID_NUMBER_SLOTS as readonly string[]).includes(tagSlot)) return 'number'
+  if ((VALID_DATE_SLOTS as readonly string[]).includes(tagSlot)) return 'date'
+  if ((VALID_BOOLEAN_SLOTS as readonly string[]).includes(tagSlot)) return 'boolean'
+  return null
+}
+
 /**
  * Get the next available slot for a knowledge base and field type
  */
@@ -215,7 +242,7 @@ export async function createOrUpdateTagDefinitionsBulk(
         const newDefinition = {
           id,
           knowledgeBaseId,
-          tagSlot: finalTagSlot as (typeof TAG_SLOT_CONFIG.text.slots)[number],
+          tagSlot: finalTagSlot as ValidTagSlot,
           displayName,
           fieldType,
           createdAt: now,
@@ -466,7 +493,7 @@ export async function createTagDefinition(
   const newDefinition = {
     id: tagDefinitionId,
     knowledgeBaseId: data.knowledgeBaseId,
-    tagSlot: data.tagSlot as (typeof TAG_SLOT_CONFIG.text.slots)[number],
+    tagSlot: data.tagSlot as ValidTagSlot,
     displayName: data.displayName,
     fieldType: data.fieldType,
     createdAt: now,
@@ -562,21 +589,31 @@ export async function getTagUsage(
     const tagSlot = def.tagSlot
     validateTagSlot(tagSlot)
 
+    // Build WHERE conditions based on field type
+    // Text columns need both IS NOT NULL and != '' checks
+    // Numeric/date/boolean columns only need IS NOT NULL
+    const fieldType = getFieldTypeForSlot(tagSlot)
+    const isTextColumn = fieldType === 'text'
+
+    const whereConditions = [
+      eq(document.knowledgeBaseId, knowledgeBaseId),
+      isNull(document.deletedAt),
+      isNotNull(sql`${sql.raw(tagSlot)}`),
+    ]
+
+    // Only add empty string check for text columns
+    if (isTextColumn) {
+      whereConditions.push(sql`${sql.raw(tagSlot)} != ''`)
+    }
+
     const documentsWithTag = await db
       .select({
         id: document.id,
         filename: document.filename,
-        tagValue: sql<string>`${sql.raw(tagSlot)}`,
+        tagValue: sql<string>`${sql.raw(tagSlot)}::text`,
       })
       .from(document)
-      .where(
-        and(
-          eq(document.knowledgeBaseId, knowledgeBaseId),
-          isNull(document.deletedAt),
-          isNotNull(sql`${sql.raw(tagSlot)}`),
-          sql`${sql.raw(tagSlot)} != ''`
-        )
-      )
+      .where(and(...whereConditions))
 
     usage.push({
       tagName: def.displayName,
diff --git a/apps/sim/lib/knowledge/tags/utils.ts b/apps/sim/lib/knowledge/tags/utils.ts
new file mode 100644
index 000000000..713a04cd4
--- /dev/null
+++ b/apps/sim/lib/knowledge/tags/utils.ts
@@ -0,0 +1,89 @@
+/**
+ * Validate a tag value against its expected field type
+ * Returns an error message if invalid, or null if valid
+ */
+export function validateTagValue(tagName: string, value: string, fieldType: string): string | null {
+  const stringValue = String(value).trim()
+
+  switch (fieldType) {
+    case 'boolean': {
+      const lowerValue = stringValue.toLowerCase()
+      if (lowerValue !== 'true' && lowerValue !== 'false') {
+        return `Tag "${tagName}" expects a boolean value (true/false), but received "${value}"`
+      }
+      return null
+    }
+    case 'number': {
+      const numValue = Number(stringValue)
+      if (Number.isNaN(numValue)) {
+        return `Tag "${tagName}" expects a number value, but received "${value}"`
+      }
+      return null
+    }
+    case 'date': {
+      // Check format first
+      if (!/^\d{4}-\d{2}-\d{2}$/.test(stringValue)) {
+        return `Tag "${tagName}" expects a date in YYYY-MM-DD format, but received "${value}"`
+      }
+      // Validate the date is actually valid (e.g., reject 2024-02-31)
+      const [year, month, day] = stringValue.split('-').map(Number)
+      const date = new Date(year, month - 1, day)
+      if (date.getFullYear() !== year || date.getMonth() !== month - 1 || date.getDate() !== day) {
+        return `Tag "${tagName}" has an invalid date: "${value}"`
+      }
+      return null
+    }
+    default:
+      return null
+  }
+}
+
+/**
+ * Build error message for undefined tags
+ */
+export function buildUndefinedTagsError(undefinedTags: string[]): string {
+  const tagList = undefinedTags.map((t) => `"${t}"`).join(', ')
+  return `The following tags are not defined in this knowledge base: ${tagList}. Please define them at the knowledge base level first.`
+}
+
+/**
+ * Parse a string to number with strict validation
+ * Returns null if invalid
+ */
+export function parseNumberValue(value: string): number | null {
+  const num = Number(value)
+  return Number.isNaN(num) ? null : num
+}
+
+/**
+ * Parse a string to Date with strict YYYY-MM-DD validation
+ * Returns null if invalid format or invalid date
+ */
+export function parseDateValue(value: string): Date | null {
+  const stringValue = String(value).trim()
+
+  // Must be YYYY-MM-DD format
+  if (!/^\d{4}-\d{2}-\d{2}$/.test(stringValue)) {
+    return null
+  }
+
+  // Validate the date is actually valid (e.g., reject 2024-02-31)
+  const [year, month, day] = stringValue.split('-').map(Number)
+  const date = new Date(year, month - 1, day)
+  if (date.getFullYear() !== year || date.getMonth() !== month - 1 || date.getDate() !== day) {
+    return null
+  }
+
+  return date
+}
+
+/**
+ * Parse a string to boolean with strict validation
+ * Returns null if not 'true' or 'false'
+ */
+export function parseBooleanValue(value: string): boolean | null {
+  const lowerValue = String(value).trim().toLowerCase()
+  if (lowerValue === 'true') return true
+  if (lowerValue === 'false') return false
+  return null
+}
diff --git a/apps/sim/lib/knowledge/types.ts b/apps/sim/lib/knowledge/types.ts
index 7ec36fc01..932845a61 100644
--- a/apps/sim/lib/knowledge/types.ts
+++ b/apps/sim/lib/knowledge/types.ts
@@ -48,3 +48,40 @@ export interface UpdateTagDefinitionData {
   displayName?: string
   fieldType?: string
 }
+
+/** Tag filter for knowledge base search */
+export interface StructuredFilter {
+  tagName?: string // Human-readable name (input from frontend)
+  tagSlot: string // Database column (resolved from tagName)
+  fieldType: string
+  operator: string
+  value: string | number | boolean
+  valueTo?: string | number
+}
+
+/** Processed document tags ready for database storage */
+export interface ProcessedDocumentTags {
+  // Text tags
+  tag1: string | null
+  tag2: string | null
+  tag3: string | null
+  tag4: string | null
+  tag5: string | null
+  tag6: string | null
+  tag7: string | null
+  // Number tags
+  number1: number | null
+  number2: number | null
+  number3: number | null
+  number4: number | null
+  number5: number | null
+  // Date tags
+  date1: Date | null
+  date2: Date | null
+  // Boolean tags
+  boolean1: boolean | null
+  boolean2: boolean | null
+  boolean3: boolean | null
+  // Index signature for dynamic access
+  [key: string]: string | number | Date | boolean | null
+}
diff --git a/apps/sim/lib/logs/execution/logger.ts b/apps/sim/lib/logs/execution/logger.ts
index 390a60456..aad6cfb4b 100644
--- a/apps/sim/lib/logs/execution/logger.ts
+++ b/apps/sim/lib/logs/execution/logger.ts
@@ -230,6 +230,7 @@ export class ExecutionLogger implements IExecutionLoggerService {
     traceSpans?: TraceSpan[]
     workflowInput?: any
     isResume?: boolean // If true, merge with existing data instead of replacing
+    level?: 'info' | 'error' // Optional override for log level (used in cost-only fallback)
   }): Promise<WorkflowExecutionLog> {
     const {
       executionId,
@@ -240,6 +241,7 @@ export class ExecutionLogger implements IExecutionLoggerService {
       traceSpans,
       workflowInput,
       isResume,
+      level: levelOverride,
     } = params
 
     logger.debug(`Completing workflow execution ${executionId}`, { isResume })
@@ -256,6 +258,7 @@ export class ExecutionLogger implements IExecutionLoggerService {
     }
 
     // Determine if workflow failed by checking trace spans for errors
+    // Use the override if provided (for cost-only fallback scenarios)
     const hasErrors = traceSpans?.some((span: any) => {
       const checkSpanForErrors = (s: any): boolean => {
         if (s.status === 'error') return true
@@ -267,7 +270,7 @@ export class ExecutionLogger implements IExecutionLoggerService {
       return checkSpanForErrors(span)
     })
 
-    const level = hasErrors ? 'error' : 'info'
+    const level = levelOverride ?? (hasErrors ? 'error' : 'info')
 
     // Extract files from trace spans, final output, and workflow input
     const executionFiles = this.extractFilesFromExecution(traceSpans, finalOutput, workflowInput)
diff --git a/apps/sim/lib/logs/execution/logging-session.ts b/apps/sim/lib/logs/execution/logging-session.ts
index f7c4f1277..1d2edfd74 100644
--- a/apps/sim/lib/logs/execution/logging-session.ts
+++ b/apps/sim/lib/logs/execution/logging-session.ts
@@ -29,7 +29,7 @@ export interface SessionCompleteParams {
   endedAt?: string
   totalDurationMs?: number
   finalOutput?: any
-  traceSpans?: any[]
+  traceSpans?: TraceSpan[]
   workflowInput?: any
 }
 
@@ -331,20 +331,85 @@ export class LoggingSession {
     try {
       await this.complete(params)
     } catch (error) {
-      // Error already logged in complete(), log a summary here
+      const errorMsg = error instanceof Error ? error.message : String(error)
       logger.warn(
-        `[${this.requestId || 'unknown'}] Logging completion failed for execution ${this.executionId} - execution data not persisted`
+        `[${this.requestId || 'unknown'}] Complete failed for execution ${this.executionId}, attempting fallback`,
+        { error: errorMsg }
       )
+      await this.completeWithCostOnlyLog({
+        traceSpans: params.traceSpans,
+        endedAt: params.endedAt,
+        totalDurationMs: params.totalDurationMs,
+        errorMessage: `Failed to store trace spans: ${errorMsg}`,
+        isError: false,
+      })
     }
   }
 
-  async safeCompleteWithError(error?: SessionErrorCompleteParams): Promise<void> {
+  async safeCompleteWithError(params?: SessionErrorCompleteParams): Promise<void> {
     try {
-      await this.completeWithError(error)
-    } catch (enhancedError) {
-      // Error already logged in completeWithError(), log a summary here
+      await this.completeWithError(params)
+    } catch (error) {
+      const errorMsg = error instanceof Error ? error.message : String(error)
       logger.warn(
-        `[${this.requestId || 'unknown'}] Error logging completion failed for execution ${this.executionId} - execution data not persisted`
+        `[${this.requestId || 'unknown'}] CompleteWithError failed for execution ${this.executionId}, attempting fallback`,
+        { error: errorMsg }
+      )
+      await this.completeWithCostOnlyLog({
+        traceSpans: params?.traceSpans,
+        endedAt: params?.endedAt,
+        totalDurationMs: params?.totalDurationMs,
+        errorMessage:
+          params?.error?.message || `Execution failed to store trace spans: ${errorMsg}`,
+        isError: true,
+      })
+    }
+  }
+
+  private async completeWithCostOnlyLog(params: {
+    traceSpans?: TraceSpan[]
+    endedAt?: string
+    totalDurationMs?: number
+    errorMessage: string
+    isError: boolean
+  }): Promise<void> {
+    logger.warn(
+      `[${this.requestId || 'unknown'}] Logging completion failed for execution ${this.executionId} - attempting cost-only fallback`
+    )
+
+    try {
+      const costSummary = params.traceSpans?.length
+        ? calculateCostSummary(params.traceSpans)
+        : {
+            totalCost: BASE_EXECUTION_CHARGE,
+            totalInputCost: 0,
+            totalOutputCost: 0,
+            totalTokens: 0,
+            totalPromptTokens: 0,
+            totalCompletionTokens: 0,
+            baseExecutionCharge: BASE_EXECUTION_CHARGE,
+            modelCost: 0,
+            models: {},
+          }
+
+      await executionLogger.completeWorkflowExecution({
+        executionId: this.executionId,
+        endedAt: params.endedAt || new Date().toISOString(),
+        totalDurationMs: params.totalDurationMs || 0,
+        costSummary,
+        finalOutput: { _fallback: true, error: params.errorMessage },
+        traceSpans: [],
+        isResume: this.isResume,
+        level: params.isError ? 'error' : 'info',
+      })
+
+      logger.info(
+        `[${this.requestId || 'unknown'}] Cost-only fallback succeeded for execution ${this.executionId}`
+      )
+    } catch (fallbackError) {
+      logger.error(
+        `[${this.requestId || 'unknown'}] Cost-only fallback also failed for execution ${this.executionId}:`,
+        { error: fallbackError instanceof Error ? fallbackError.message : String(fallbackError) }
       )
     }
   }
diff --git a/apps/sim/providers/utils.ts b/apps/sim/providers/utils.ts
index 179df6e0b..9db3098e9 100644
--- a/apps/sim/providers/utils.ts
+++ b/apps/sim/providers/utils.ts
@@ -479,8 +479,16 @@ export async function transformBlockTool(
 
   const llmSchema = await createLLMToolSchema(toolConfig, userProvidedParams)
 
+  // Create unique tool ID by appending resource ID for multi-instance tools
+  let uniqueToolId = toolConfig.id
+  if (toolId === 'workflow_executor' && userProvidedParams.workflowId) {
+    uniqueToolId = `${toolConfig.id}_${userProvidedParams.workflowId}`
+  } else if (toolId.startsWith('knowledge_') && userProvidedParams.knowledgeBaseId) {
+    uniqueToolId = `${toolConfig.id}_${userProvidedParams.knowledgeBaseId}`
+  }
+
   return {
-    id: toolConfig.id,
+    id: uniqueToolId,
     name: toolConfig.name,
     description: toolConfig.description,
     params: userProvidedParams,
diff --git a/apps/sim/stores/knowledge/store.ts b/apps/sim/stores/knowledge/store.ts
index 3bc0492e4..528b33142 100644
--- a/apps/sim/stores/knowledge/store.ts
+++ b/apps/sim/stores/knowledge/store.ts
@@ -44,7 +44,7 @@ export interface DocumentData {
   processingError?: string | null
   enabled: boolean
   uploadedAt: string
-  // Document tags
+  // Text tags
   tag1?: string | null
   tag2?: string | null
   tag3?: string | null
@@ -52,6 +52,19 @@ export interface DocumentData {
   tag5?: string | null
   tag6?: string | null
   tag7?: string | null
+  // Number tags (5 slots)
+  number1?: number | null
+  number2?: number | null
+  number3?: number | null
+  number4?: number | null
+  number5?: number | null
+  // Date tags (2 slots)
+  date1?: string | null
+  date2?: string | null
+  // Boolean tags (3 slots)
+  boolean1?: boolean | null
+  boolean2?: boolean | null
+  boolean3?: boolean | null
 }
 
 export interface ChunkData {
@@ -63,6 +76,7 @@ export interface ChunkData {
   enabled: boolean
   startOffset: number
   endOffset: number
+  // Text tags
   tag1?: string | null
   tag2?: string | null
   tag3?: string | null
@@ -70,6 +84,19 @@ export interface ChunkData {
   tag5?: string | null
   tag6?: string | null
   tag7?: string | null
+  // Number tags (5 slots)
+  number1?: number | null
+  number2?: number | null
+  number3?: number | null
+  number4?: number | null
+  number5?: number | null
+  // Date tags (2 slots)
+  date1?: string | null
+  date2?: string | null
+  // Boolean tags (3 slots)
+  boolean1?: boolean | null
+  boolean2?: boolean | null
+  boolean3?: boolean | null
   createdAt: string
   updatedAt: string
 }
diff --git a/apps/sim/stores/terminal/console/store.ts b/apps/sim/stores/terminal/console/store.ts
index 355741c42..ec437d796 100644
--- a/apps/sim/stores/terminal/console/store.ts
+++ b/apps/sim/stores/terminal/console/store.ts
@@ -80,7 +80,7 @@ export const useTerminalConsoleStore = create<ConsoleStore>()(
               return { entries: state.entries }
             }
 
-            // Redact API keys from output
+            // Redact API keys from output and input
             const redactedEntry = { ...entry }
             if (
               !isStreamingOutput(entry.output) &&
@@ -89,6 +89,9 @@ export const useTerminalConsoleStore = create<ConsoleStore>()(
             ) {
               redactedEntry.output = redactApiKeys(redactedEntry.output)
             }
+            if (redactedEntry.input && typeof redactedEntry.input === 'object') {
+              redactedEntry.input = redactApiKeys(redactedEntry.input)
+            }
 
             // Create new entry with ID and timestamp
             const newEntry: ConsoleEntry = {
@@ -275,12 +278,17 @@ export const useTerminalConsoleStore = create<ConsoleStore>()(
               }
 
               if (update.replaceOutput !== undefined) {
-                updatedEntry.output = update.replaceOutput
+                updatedEntry.output =
+                  typeof update.replaceOutput === 'object' && update.replaceOutput !== null
+                    ? redactApiKeys(update.replaceOutput)
+                    : update.replaceOutput
               } else if (update.output !== undefined) {
-                updatedEntry.output = {
+                const mergedOutput = {
                   ...(entry.output || {}),
                   ...update.output,
                 }
+                updatedEntry.output =
+                  typeof mergedOutput === 'object' ? redactApiKeys(mergedOutput) : mergedOutput
               }
 
               if (update.error !== undefined) {
@@ -304,7 +312,10 @@ export const useTerminalConsoleStore = create<ConsoleStore>()(
               }
 
               if (update.input !== undefined) {
-                updatedEntry.input = update.input
+                updatedEntry.input =
+                  typeof update.input === 'object' && update.input !== null
+                    ? redactApiKeys(update.input)
+                    : update.input
               }
 
               return updatedEntry
diff --git a/apps/sim/tools/index.ts b/apps/sim/tools/index.ts
index 34c242b3d..b4898a686 100644
--- a/apps/sim/tools/index.ts
+++ b/apps/sim/tools/index.ts
@@ -16,6 +16,26 @@ import {
 
 const logger = createLogger('Tools')
 
+/**
+ * Normalizes a tool ID by stripping resource ID suffix (UUID).
+ * Workflow tools: 'workflow_executor_<uuid>' -> 'workflow_executor'
+ * Knowledge tools: 'knowledge_search_<uuid>' -> 'knowledge_search'
+ */
+function normalizeToolId(toolId: string): string {
+  // Check for workflow_executor_<uuid> pattern
+  if (toolId.startsWith('workflow_executor_') && toolId.length > 'workflow_executor_'.length) {
+    return 'workflow_executor'
+  }
+  // Check for knowledge_<operation>_<uuid> pattern
+  const knowledgeOps = ['knowledge_search', 'knowledge_upload_chunk', 'knowledge_create_document']
+  for (const op of knowledgeOps) {
+    if (toolId.startsWith(`${op}_`) && toolId.length > op.length + 1) {
+      return op
+    }
+  }
+  return toolId
+}
+
 /**
  * Maximum request body size in bytes before we warn/error about size limits.
  * Next.js 16 has a default middleware/proxy body limit of 10MB.
@@ -186,20 +206,29 @@ export async function executeTool(
   try {
     let tool: ToolConfig | undefined
 
+    // Normalize tool ID to strip resource suffixes (e.g., workflow_executor_<uuid> -> workflow_executor)
+    const normalizedToolId = normalizeToolId(toolId)
+
     // If it's a custom tool, use the async version with workflowId
-    if (toolId.startsWith('custom_')) {
+    if (normalizedToolId.startsWith('custom_')) {
       const workflowId = params._context?.workflowId
-      tool = await getToolAsync(toolId, workflowId)
+      tool = await getToolAsync(normalizedToolId, workflowId)
       if (!tool) {
-        logger.error(`[${requestId}] Custom tool not found: ${toolId}`)
+        logger.error(`[${requestId}] Custom tool not found: ${normalizedToolId}`)
       }
-    } else if (toolId.startsWith('mcp-')) {
-      return await executeMcpTool(toolId, params, executionContext, requestId, startTimeISO)
+    } else if (normalizedToolId.startsWith('mcp-')) {
+      return await executeMcpTool(
+        normalizedToolId,
+        params,
+        executionContext,
+        requestId,
+        startTimeISO
+      )
     } else {
       // For built-in tools, use the synchronous version
-      tool = getTool(toolId)
+      tool = getTool(normalizedToolId)
       if (!tool) {
-        logger.error(`[${requestId}] Built-in tool not found: ${toolId}`)
+        logger.error(`[${requestId}] Built-in tool not found: ${normalizedToolId}`)
       }
     }
 
diff --git a/apps/sim/tools/knowledge/search.ts b/apps/sim/tools/knowledge/search.ts
index a4bd4d892..aee78f764 100644
--- a/apps/sim/tools/knowledge/search.ts
+++ b/apps/sim/tools/knowledge/search.ts
@@ -1,3 +1,4 @@
+import type { StructuredFilter } from '@/lib/knowledge/types'
 import type { KnowledgeSearchResponse } from '@/tools/knowledge/types'
 import type { ToolConfig } from '@/tools/types'
 
@@ -53,8 +54,8 @@ export const knowledgeSearchTool: ToolConfig<any, KnowledgeSearchResponse> = {
       // Use single knowledge base ID
       const knowledgeBaseIds = [params.knowledgeBaseId]
 
-      // Parse dynamic tag filters and send display names to API
-      const filters: Record<string, string> = {}
+      // Parse dynamic tag filters
+      let structuredFilters: StructuredFilter[] = []
       if (params.tagFilters) {
         let tagFilters = params.tagFilters
 
@@ -62,27 +63,29 @@ export const knowledgeSearchTool: ToolConfig<any, KnowledgeSearchResponse> = {
         if (typeof tagFilters === 'string') {
           try {
             tagFilters = JSON.parse(tagFilters)
-          } catch (error) {
+          } catch {
             tagFilters = []
           }
         }
 
         if (Array.isArray(tagFilters)) {
-          // Group filters by tag name for OR logic within same tag
-          const groupedFilters: Record<string, string[]> = {}
-          tagFilters.forEach((filter: any) => {
-            if (filter.tagName && filter.tagValue && filter.tagValue.trim().length > 0) {
-              if (!groupedFilters[filter.tagName]) {
-                groupedFilters[filter.tagName] = []
+          // Send full filter objects with operator support
+          structuredFilters = tagFilters
+            .filter((filter: Record<string, unknown>) => {
+              // For boolean, any value is valid; for others, check for non-empty string
+              if (filter.fieldType === 'boolean') {
+                return filter.tagName && filter.tagValue !== undefined
               }
-              groupedFilters[filter.tagName].push(filter.tagValue)
-            }
-          })
-
-          // Convert to filters format - for now, join multiple values with OR separator
-          Object.entries(groupedFilters).forEach(([tagName, values]) => {
-            filters[tagName] = values.join('|OR|') // Use special separator for OR logic
-          })
+              return filter.tagName && filter.tagValue && String(filter.tagValue).trim().length > 0
+            })
+            .map((filter: Record<string, unknown>) => ({
+              tagName: filter.tagName as string,
+              tagSlot: (filter.tagSlot as string) || '', // Will be resolved by API from tagName
+              fieldType: (filter.fieldType as string) || 'text',
+              operator: (filter.operator as string) || 'eq',
+              value: filter.tagValue as string | number | boolean,
+              valueTo: filter.valueTo as string | number | undefined,
+            }))
         }
       }
 
@@ -90,7 +93,7 @@ export const knowledgeSearchTool: ToolConfig<any, KnowledgeSearchResponse> = {
         knowledgeBaseIds,
         query: params.query,
         topK: params.topK ? Math.max(1, Math.min(100, Number(params.topK))) : 10,
-        ...(Object.keys(filters).length > 0 && { filters }),
+        ...(structuredFilters.length > 0 && { tagFilters: structuredFilters }),
         ...(workflowId && { workflowId }),
       }
 
diff --git a/bun.lock b/bun.lock
index c41820447..e5af8d82d 100644
--- a/bun.lock
+++ b/bun.lock
@@ -37,7 +37,7 @@
         "drizzle-kit": "^0.31.4",
         "husky": "9.1.7",
         "lint-staged": "16.0.0",
-        "turbo": "2.6.3",
+        "turbo": "2.7.0",
       },
     },
     "apps/docs": {
@@ -3303,19 +3303,19 @@
 
     "tunnel-agent": ["tunnel-agent@0.6.0", "", { "dependencies": { "safe-buffer": "^5.0.1" } }, "sha512-McnNiV1l8RYeY8tBgEpuodCC1mLUdbSN+CYBL7kJsJNInOP8UjDDEwdk6Mw60vdLLrr5NHKZhMAOSrR2NZuQ+w=="],
 
-    "turbo": ["turbo@2.6.3", "", { "optionalDependencies": { "turbo-darwin-64": "2.6.3", "turbo-darwin-arm64": "2.6.3", "turbo-linux-64": "2.6.3", "turbo-linux-arm64": "2.6.3", "turbo-windows-64": "2.6.3", "turbo-windows-arm64": "2.6.3" }, "bin": { "turbo": "bin/turbo" } }, "sha512-bf6YKUv11l5Xfcmg76PyWoy/e2vbkkxFNBGJSnfdSXQC33ZiUfutYh6IXidc5MhsnrFkWfdNNLyaRk+kHMLlwA=="],
+    "turbo": ["turbo@2.7.0", "", { "optionalDependencies": { "turbo-darwin-64": "2.7.0", "turbo-darwin-arm64": "2.7.0", "turbo-linux-64": "2.7.0", "turbo-linux-arm64": "2.7.0", "turbo-windows-64": "2.7.0", "turbo-windows-arm64": "2.7.0" }, "bin": { "turbo": "bin/turbo" } }, "sha512-1dUGwi6cSSVZts1BwJa/Gh7w5dPNNGsNWZEAuRKxXWME44hTKWpQZrgiPnqMc5jJJOovzPK5N6tL+PHYRYL5Wg=="],
 
-    "turbo-darwin-64": ["turbo-darwin-64@2.6.3", "", { "os": "darwin", "cpu": "x64" }, "sha512-BlJJDc1CQ7SK5Y5qnl7AzpkvKSnpkfPmnA+HeU/sgny3oHZckPV2776ebO2M33CYDSor7+8HQwaodY++IINhYg=="],
+    "turbo-darwin-64": ["turbo-darwin-64@2.7.0", "", { "os": "darwin", "cpu": "x64" }, "sha512-gwqL7cJOSYrV/jNmhXM8a2uzSFn7GcUASOuen6OgmUsafUj9SSWcgXZ/q0w9hRoL917hpidkdI//UpbxbZbwwg=="],
 
-    "turbo-darwin-arm64": ["turbo-darwin-arm64@2.6.3", "", { "os": "darwin", "cpu": "arm64" }, "sha512-MwVt7rBKiOK7zdYerenfCRTypefw4kZCue35IJga9CH1+S50+KTiCkT6LBqo0hHeoH2iKuI0ldTF2a0aB72z3w=="],
+    "turbo-darwin-arm64": ["turbo-darwin-arm64@2.7.0", "", { "os": "darwin", "cpu": "arm64" }, "sha512-f3F5DYOnfE6lR6v/rSld7QGZgartKsnlIYY7jcF/AA7Wz27za9XjxMHzb+3i4pvRhAkryFgf2TNq7eCFrzyTpg=="],
 
-    "turbo-linux-64": ["turbo-linux-64@2.6.3", "", { "os": "linux", "cpu": "x64" }, "sha512-cqpcw+dXxbnPtNnzeeSyWprjmuFVpHJqKcs7Jym5oXlu/ZcovEASUIUZVN3OGEM6Y/OTyyw0z09tOHNt5yBAVg=="],
+    "turbo-linux-64": ["turbo-linux-64@2.7.0", "", { "os": "linux", "cpu": "x64" }, "sha512-KsC+UuKlhjCL+lom10/IYoxUsdhJOsuEki72YSr7WGYUSRihcdJQnaUyIDTlm0nPOb+gVihVNBuVP4KsNg1UnA=="],
 
-    "turbo-linux-arm64": ["turbo-linux-arm64@2.6.3", "", { "os": "linux", "cpu": "arm64" }, "sha512-MterpZQmjXyr4uM7zOgFSFL3oRdNKeflY7nsjxJb2TklsYqiu3Z9pQ4zRVFFH8n0mLGna7MbQMZuKoWqqHb45w=="],
+    "turbo-linux-arm64": ["turbo-linux-arm64@2.7.0", "", { "os": "linux", "cpu": "arm64" }, "sha512-1tjIYULeJtpmE/ovoI9qPBFJCtUEM7mYfeIMOIs4bXR6t/8u+rHPwr3j+vRHcXanIc42V1n3Pz52VqmJtIAviw=="],
 
-    "turbo-windows-64": ["turbo-windows-64@2.6.3", "", { "os": "win32", "cpu": "x64" }, "sha512-biDU70v9dLwnBdLf+daoDlNJVvqOOP8YEjqNipBHzgclbQlXbsi6Gqqelp5er81Qo3BiRgmTNx79oaZQTPb07Q=="],
+    "turbo-windows-64": ["turbo-windows-64@2.7.0", "", { "os": "win32", "cpu": "x64" }, "sha512-KThkAeax46XiH+qICCQm7R8V2pPdeTTP7ArCSRrSLqnlO75ftNm8Ljx4VAllwIZkILrq/GDM8PlyhZdPeUdDxQ=="],
 
-    "turbo-windows-arm64": ["turbo-windows-arm64@2.6.3", "", { "os": "win32", "cpu": "arm64" }, "sha512-dDHVKpSeukah3VsI/xMEKeTnV9V9cjlpFSUs4bmsUiLu3Yv2ENlgVEZv65wxbeE0bh0jjpmElDT+P1KaCxArQQ=="],
+    "turbo-windows-arm64": ["turbo-windows-arm64@2.7.0", "", { "os": "win32", "cpu": "arm64" }, "sha512-kzI6rsQ3Ejs+CkM9HEEP3Z4h5YMCRxwIlQXFQmgXSG3BIgorCkRF2Xr7iQ2i9AGwY/6jbiAYeJbvi3yCp+noFw=="],
 
     "tweetnacl": ["tweetnacl@0.14.5", "", {}, "sha512-KXXFFdAbFXY4geFIwoyNK+f5Z1b7swfXABfL7HXCmoIWMKU3dmS26672A4EeQtDzLKy7SXmfBu51JolvEKwtGA=="],
 
diff --git a/package.json b/package.json
index ff8685c5a..34d8de099 100644
--- a/package.json
+++ b/package.json
@@ -66,7 +66,7 @@
     "drizzle-kit": "^0.31.4",
     "husky": "9.1.7",
     "lint-staged": "16.0.0",
-    "turbo": "2.6.3"
+    "turbo": "2.7.0"
   },
   "lint-staged": {
     "*.{js,jsx,ts,tsx,json,css,scss}": [
diff --git a/packages/db/constants.ts b/packages/db/constants.ts
index 39bd76a57..536ae1d71 100644
--- a/packages/db/constants.ts
+++ b/packages/db/constants.ts
@@ -18,11 +18,56 @@ export const DEFAULT_TEAM_STORAGE_LIMIT_GB = 500
 export const DEFAULT_ENTERPRISE_STORAGE_LIMIT_GB = 500
 
 /**
- * Tag slots available for knowledge base documents and embeddings
+ * Text tag slots for knowledge base documents and embeddings
  */
-export const TAG_SLOTS = ['tag1', 'tag2', 'tag3', 'tag4', 'tag5', 'tag6', 'tag7'] as const
+export const TEXT_TAG_SLOTS = ['tag1', 'tag2', 'tag3', 'tag4', 'tag5', 'tag6', 'tag7'] as const
 
 /**
- * Type for tag slot names
+ * Number tag slots for knowledge base documents and embeddings (5 slots)
+ */
+export const NUMBER_TAG_SLOTS = ['number1', 'number2', 'number3', 'number4', 'number5'] as const
+
+/**
+ * Date tag slots for knowledge base documents and embeddings (2 slots)
+ */
+export const DATE_TAG_SLOTS = ['date1', 'date2'] as const
+
+/**
+ * Boolean tag slots for knowledge base documents and embeddings (3 slots)
+ */
+export const BOOLEAN_TAG_SLOTS = ['boolean1', 'boolean2', 'boolean3'] as const
+
+/**
+ * All tag slots combined (for backwards compatibility)
+ */
+export const TAG_SLOTS = [
+  ...TEXT_TAG_SLOTS,
+  ...NUMBER_TAG_SLOTS,
+  ...DATE_TAG_SLOTS,
+  ...BOOLEAN_TAG_SLOTS,
+] as const
+
+/**
+ * Type for all tag slot names
  */
 export type TagSlot = (typeof TAG_SLOTS)[number]
+
+/**
+ * Type for text tag slot names
+ */
+export type TextTagSlot = (typeof TEXT_TAG_SLOTS)[number]
+
+/**
+ * Type for number tag slot names
+ */
+export type NumberTagSlot = (typeof NUMBER_TAG_SLOTS)[number]
+
+/**
+ * Type for date tag slot names
+ */
+export type DateTagSlot = (typeof DATE_TAG_SLOTS)[number]
+
+/**
+ * Type for boolean tag slot names
+ */
+export type BooleanTagSlot = (typeof BOOLEAN_TAG_SLOTS)[number]
diff --git a/packages/db/migrations/0126_dapper_midnight.sql b/packages/db/migrations/0126_dapper_midnight.sql
new file mode 100644
index 000000000..64a38c8b4
--- /dev/null
+++ b/packages/db/migrations/0126_dapper_midnight.sql
@@ -0,0 +1,40 @@
+ALTER TABLE "document" ADD COLUMN "number1" double precision;--> statement-breakpoint
+ALTER TABLE "document" ADD COLUMN "number2" double precision;--> statement-breakpoint
+ALTER TABLE "document" ADD COLUMN "number3" double precision;--> statement-breakpoint
+ALTER TABLE "document" ADD COLUMN "number4" double precision;--> statement-breakpoint
+ALTER TABLE "document" ADD COLUMN "number5" double precision;--> statement-breakpoint
+ALTER TABLE "document" ADD COLUMN "date1" timestamp;--> statement-breakpoint
+ALTER TABLE "document" ADD COLUMN "date2" timestamp;--> statement-breakpoint
+ALTER TABLE "document" ADD COLUMN "boolean1" boolean;--> statement-breakpoint
+ALTER TABLE "document" ADD COLUMN "boolean2" boolean;--> statement-breakpoint
+ALTER TABLE "document" ADD COLUMN "boolean3" boolean;--> statement-breakpoint
+ALTER TABLE "embedding" ADD COLUMN "number1" double precision;--> statement-breakpoint
+ALTER TABLE "embedding" ADD COLUMN "number2" double precision;--> statement-breakpoint
+ALTER TABLE "embedding" ADD COLUMN "number3" double precision;--> statement-breakpoint
+ALTER TABLE "embedding" ADD COLUMN "number4" double precision;--> statement-breakpoint
+ALTER TABLE "embedding" ADD COLUMN "number5" double precision;--> statement-breakpoint
+ALTER TABLE "embedding" ADD COLUMN "date1" timestamp;--> statement-breakpoint
+ALTER TABLE "embedding" ADD COLUMN "date2" timestamp;--> statement-breakpoint
+ALTER TABLE "embedding" ADD COLUMN "boolean1" boolean;--> statement-breakpoint
+ALTER TABLE "embedding" ADD COLUMN "boolean2" boolean;--> statement-breakpoint
+ALTER TABLE "embedding" ADD COLUMN "boolean3" boolean;--> statement-breakpoint
+CREATE INDEX "doc_number1_idx" ON "document" USING btree ("number1");--> statement-breakpoint
+CREATE INDEX "doc_number2_idx" ON "document" USING btree ("number2");--> statement-breakpoint
+CREATE INDEX "doc_number3_idx" ON "document" USING btree ("number3");--> statement-breakpoint
+CREATE INDEX "doc_number4_idx" ON "document" USING btree ("number4");--> statement-breakpoint
+CREATE INDEX "doc_number5_idx" ON "document" USING btree ("number5");--> statement-breakpoint
+CREATE INDEX "doc_date1_idx" ON "document" USING btree ("date1");--> statement-breakpoint
+CREATE INDEX "doc_date2_idx" ON "document" USING btree ("date2");--> statement-breakpoint
+CREATE INDEX "doc_boolean1_idx" ON "document" USING btree ("boolean1");--> statement-breakpoint
+CREATE INDEX "doc_boolean2_idx" ON "document" USING btree ("boolean2");--> statement-breakpoint
+CREATE INDEX "doc_boolean3_idx" ON "document" USING btree ("boolean3");--> statement-breakpoint
+CREATE INDEX "emb_number1_idx" ON "embedding" USING btree ("number1");--> statement-breakpoint
+CREATE INDEX "emb_number2_idx" ON "embedding" USING btree ("number2");--> statement-breakpoint
+CREATE INDEX "emb_number3_idx" ON "embedding" USING btree ("number3");--> statement-breakpoint
+CREATE INDEX "emb_number4_idx" ON "embedding" USING btree ("number4");--> statement-breakpoint
+CREATE INDEX "emb_number5_idx" ON "embedding" USING btree ("number5");--> statement-breakpoint
+CREATE INDEX "emb_date1_idx" ON "embedding" USING btree ("date1");--> statement-breakpoint
+CREATE INDEX "emb_date2_idx" ON "embedding" USING btree ("date2");--> statement-breakpoint
+CREATE INDEX "emb_boolean1_idx" ON "embedding" USING btree ("boolean1");--> statement-breakpoint
+CREATE INDEX "emb_boolean2_idx" ON "embedding" USING btree ("boolean2");--> statement-breakpoint
+CREATE INDEX "emb_boolean3_idx" ON "embedding" USING btree ("boolean3");
\ No newline at end of file
diff --git a/packages/db/migrations/meta/0126_snapshot.json b/packages/db/migrations/meta/0126_snapshot.json
new file mode 100644
index 000000000..27102ff8b
--- /dev/null
+++ b/packages/db/migrations/meta/0126_snapshot.json
@@ -0,0 +1,8221 @@
+{
+  "id": "28e1455e-42b7-4d72-b40c-ce264247bc67",
+  "prevId": "3764bc2d-e560-47d6-a827-c07936980298",
+  "version": "7",
+  "dialect": "postgresql",
+  "tables": {
+    "public.account": {
+      "name": "account",
+      "schema": "",
+      "columns": {
+        "id": {
+          "name": "id",
+          "type": "text",
+          "primaryKey": true,
+          "notNull": true
+        },
+        "account_id": {
+          "name": "account_id",
+          "type": "text",
+          "primaryKey": false,
+          "notNull": true
+        },
+        "provider_id": {
+          "name": "provider_id",
+          "type": "text",
+          "primaryKey": false,
+          "notNull": true
+        },
+        "user_id": {
+          "name": "user_id",
+          "type": "text",
+          "primaryKey": false,
+          "notNull": true
+        },
+        "access_token": {
+          "name": "access_token",
+          "type": "text",
+          "primaryKey": false,
+          "notNull": false
+        },
+        "refresh_token": {
+          "name": "refresh_token",
+          "type": "text",
+          "primaryKey": false,
+          "notNull": false
+        },
+        "id_token": {
+          "name": "id_token",
+          "type": "text",
+          "primaryKey": false,
+          "notNull": false
+        },
+        "access_token_expires_at": {
+          "name": "access_token_expires_at",
+          "type": "timestamp",
+          "primaryKey": false,
+          "notNull": false
+        },
+        "refresh_token_expires_at": {
+          "name": "refresh_token_expires_at",
+          "type": "timestamp",
+          "primaryKey": false,
+          "notNull": false
+        },
+        "scope": {
+          "name": "scope",
+          "type": "text",
+          "primaryKey": false,
+          "notNull": false
+        },
+        "password": {
+          "name": "password",
+          "type": "text",
+          "primaryKey": false,
+          "notNull": false
+        },
+        "created_at": {
+          "name": "created_at",
+          "type": "timestamp",
+          "primaryKey": false,
+          "notNull": true
+        },
+        "updated_at": {
+          "name": "updated_at",
+          "type": "timestamp",
+          "primaryKey": false,
+          "notNull": true
+        }
+      },
+      "indexes": {
+        "account_user_id_idx": {
+          "name": "account_user_id_idx",
+          "columns": [
+            {
+              "expression": "user_id",
+              "isExpression": false,
+              "asc": true,
+              "nulls": "last"
+            }
+          ],
+          "isUnique": false,
+          "concurrently": false,
+          "method": "btree",
+          "with": {}
+        },
+        "idx_account_on_account_id_provider_id": {
+          "name": "idx_account_on_account_id_provider_id",
+          "columns": [
+            {
+              "expression": "account_id",
+              "isExpression": false,
+              "asc": true,
+              "nulls": "last"
+            },
+            {
+              "expression": "provider_id",
+              "isExpression": false,
+              "asc": true,
+              "nulls": "last"
+            }
+          ],
+          "isUnique": false,
+          "concurrently": false,
+          "method": "btree",
+          "with": {}
+        },
+        "account_user_provider_account_unique": {
+          "name": "account_user_provider_account_unique",
+          "columns": [
+            {
+              "expression": "user_id",
+              "isExpression": false,
+              "asc": true,
+              "nulls": "last"
+            },
+            {
+              "expression": "provider_id",
+              "isExpression": false,
+              "asc": true,
+              "nulls": "last"
+            },
+            {
+              "expression": "account_id",
+              "isExpression": false,
+              "asc": true,
+              "nulls": "last"
+            }
+          ],
+          "isUnique": true,
+          "concurrently": false,
+          "method": "btree",
+          "with": {}
+        }
+      },
+      "foreignKeys": {
+        "account_user_id_user_id_fk": {
+          "name": "account_user_id_user_id_fk",
+          "tableFrom": "account",
+          "tableTo": "user",
+          "columnsFrom": ["user_id"],
+          "columnsTo": ["id"],
+          "onDelete": "cascade",
+          "onUpdate": "no action"
+        }
+      },
+      "compositePrimaryKeys": {},
+      "uniqueConstraints": {},
+      "policies": {},
+      "checkConstraints": {},
+      "isRLSEnabled": false
+    },
+    "public.api_key": {
+      "name": "api_key",
+      "schema": "",
+      "columns": {
+        "id": {
+          "name": "id",
+          "type": "text",
+          "primaryKey": true,
+          "notNull": true
+        },
+        "user_id": {
+          "name": "user_id",
+          "type": "text",
+          "primaryKey": false,
+          "notNull": true
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+        },
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+        },
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+        },
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+          "default": "now()"
+        },
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+          "default": "now()"
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+        },
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+        },
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+        },
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+        },
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+    },
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+        },
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+        },
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+        },
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+        },
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+            },
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+        }
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+        },
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+        }
+      },
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+    },
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+          "name": "chunk_id",
+          "type": "uuid",
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+          "default": "gen_random_uuid()"
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+        },
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+        },
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+        },
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+        },
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+        },
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+          "default": "now()"
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+          "default": "now()"
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+        },
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+        }
+      },
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+          "default": "now()"
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+          "default": "now()"
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+          "name": "key",
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+        }
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+        },
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+        },
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+        }
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+        },
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+      },
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+    },
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+      "columns": {
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+          "name": "id",
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+        },
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+        },
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+        },
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+        },
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+        },
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+    },
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+          "name": "id",
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+          "default": "now()"
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+          "default": "now()"
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+          "notNull": true,
+          "default": "'#3972F6'"
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+        },
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+        },
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+          "onUpdate": "no action"
+        },
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+          "columnsFrom": ["workspace_id"],
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+          "onDelete": "cascade",
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+        },
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+          "tableFrom": "workflow",
+          "tableTo": "workflow_folder",
+          "columnsFrom": ["folder_id"],
+          "columnsTo": ["id"],
+          "onDelete": "set null",
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+        }
+      },
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+      "checkConstraints": {},
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+    },
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+          "name": "id",
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+        },
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+        },
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+        },
+        "name": {
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+        },
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+        },
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+        },
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+          "name": "enabled",
+          "type": "boolean",
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+          "notNull": true,
+          "default": true
+        },
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+          "type": "boolean",
+          "primaryKey": false,
+          "notNull": true,
+          "default": true
+        },
+        "is_wide": {
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+          "notNull": true,
+          "default": false
+        },
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+          "default": false
+        },
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+          "default": false
+        },
+        "height": {
+          "name": "height",
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+          "notNull": true,
+          "default": "'0'"
+        },
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+          "primaryKey": false,
+          "notNull": true,
+          "default": "'{}'"
+        },
+        "outputs": {
+          "name": "outputs",
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+          "notNull": true,
+          "default": "'{}'"
+        },
+        "data": {
+          "name": "data",
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+          "notNull": false,
+          "default": "'{}'"
+        },
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+          "notNull": true,
+          "default": "now()"
+        },
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+          "primaryKey": false,
+          "notNull": true,
+          "default": "now()"
+        }
+      },
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+          "concurrently": false,
+          "method": "btree",
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+        },
+        "workflow_blocks_type_idx": {
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+              "expression": "type",
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+              "nulls": "last"
+            }
+          ],
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+        }
+      },
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+      },
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+      "checkConstraints": {},
+      "isRLSEnabled": false
+    },
+    "public.workflow_checkpoints": {
+      "name": "workflow_checkpoints",
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+      "columns": {
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+          "name": "id",
+          "type": "uuid",
+          "primaryKey": true,
+          "notNull": true,
+          "default": "gen_random_uuid()"
+        },
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+          "primaryKey": false,
+          "notNull": true
+        },
+        "workflow_id": {
+          "name": "workflow_id",
+          "type": "text",
+          "primaryKey": false,
+          "notNull": true
+        },
+        "chat_id": {
+          "name": "chat_id",
+          "type": "uuid",
+          "primaryKey": false,
+          "notNull": true
+        },
+        "message_id": {
+          "name": "message_id",
+          "type": "text",
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+          "notNull": false
+        },
+        "workflow_state": {
+          "name": "workflow_state",
+          "type": "json",
+          "primaryKey": false,
+          "notNull": true
+        },
+        "created_at": {
+          "name": "created_at",
+          "type": "timestamp",
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+          "notNull": true,
+          "default": "now()"
+        },
+        "updated_at": {
+          "name": "updated_at",
+          "type": "timestamp",
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+          "notNull": true,
+          "default": "now()"
+        }
+      },
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+              "nulls": "last"
+            }
+          ],
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+          "method": "btree",
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+        },
+        "workflow_checkpoints_workflow_id_idx": {
+          "name": "workflow_checkpoints_workflow_id_idx",
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+              "expression": "workflow_id",
+              "isExpression": false,
+              "asc": true,
+              "nulls": "last"
+            }
+          ],
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+          "concurrently": false,
+          "method": "btree",
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+        },
+        "workflow_checkpoints_chat_id_idx": {
+          "name": "workflow_checkpoints_chat_id_idx",
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+            {
+              "expression": "chat_id",
+              "isExpression": false,
+              "asc": true,
+              "nulls": "last"
+            }
+          ],
+          "isUnique": false,
+          "concurrently": false,
+          "method": "btree",
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+        },
+        "workflow_checkpoints_message_id_idx": {
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+              "expression": "message_id",
+              "isExpression": false,
+              "asc": true,
+              "nulls": "last"
+            }
+          ],
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+          "concurrently": false,
+          "method": "btree",
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+        },
+        "workflow_checkpoints_user_workflow_idx": {
+          "name": "workflow_checkpoints_user_workflow_idx",
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+              "expression": "user_id",
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+              "asc": true,
+              "nulls": "last"
+            },
+            {
+              "expression": "workflow_id",
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+              "asc": true,
+              "nulls": "last"
+            }
+          ],
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+          "concurrently": false,
+          "method": "btree",
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+        },
+        "workflow_checkpoints_workflow_chat_idx": {
+          "name": "workflow_checkpoints_workflow_chat_idx",
+          "columns": [
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+          "default": "'admin'"
+        },
+        "org_invitation_id": {
+          "name": "org_invitation_id",
+          "type": "text",
+          "primaryKey": false,
+          "notNull": false
+        },
+        "expires_at": {
+          "name": "expires_at",
+          "type": "timestamp",
+          "primaryKey": false,
+          "notNull": true
+        },
+        "created_at": {
+          "name": "created_at",
+          "type": "timestamp",
+          "primaryKey": false,
+          "notNull": true,
+          "default": "now()"
+        },
+        "updated_at": {
+          "name": "updated_at",
+          "type": "timestamp",
+          "primaryKey": false,
+          "notNull": true,
+          "default": "now()"
+        }
+      },
+      "indexes": {},
+      "foreignKeys": {
+        "workspace_invitation_workspace_id_workspace_id_fk": {
+          "name": "workspace_invitation_workspace_id_workspace_id_fk",
+          "tableFrom": "workspace_invitation",
+          "tableTo": "workspace",
+          "columnsFrom": ["workspace_id"],
+          "columnsTo": ["id"],
+          "onDelete": "cascade",
+          "onUpdate": "no action"
+        },
+        "workspace_invitation_inviter_id_user_id_fk": {
+          "name": "workspace_invitation_inviter_id_user_id_fk",
+          "tableFrom": "workspace_invitation",
+          "tableTo": "user",
+          "columnsFrom": ["inviter_id"],
+          "columnsTo": ["id"],
+          "onDelete": "cascade",
+          "onUpdate": "no action"
+        }
+      },
+      "compositePrimaryKeys": {},
+      "uniqueConstraints": {
+        "workspace_invitation_token_unique": {
+          "name": "workspace_invitation_token_unique",
+          "nullsNotDistinct": false,
+          "columns": ["token"]
+        }
+      },
+      "policies": {},
+      "checkConstraints": {},
+      "isRLSEnabled": false
+    },
+    "public.workspace_notification_delivery": {
+      "name": "workspace_notification_delivery",
+      "schema": "",
+      "columns": {
+        "id": {
+          "name": "id",
+          "type": "text",
+          "primaryKey": true,
+          "notNull": true
+        },
+        "subscription_id": {
+          "name": "subscription_id",
+          "type": "text",
+          "primaryKey": false,
+          "notNull": true
+        },
+        "workflow_id": {
+          "name": "workflow_id",
+          "type": "text",
+          "primaryKey": false,
+          "notNull": true
+        },
+        "execution_id": {
+          "name": "execution_id",
+          "type": "text",
+          "primaryKey": false,
+          "notNull": true
+        },
+        "status": {
+          "name": "status",
+          "type": "notification_delivery_status",
+          "typeSchema": "public",
+          "primaryKey": false,
+          "notNull": true,
+          "default": "'pending'"
+        },
+        "attempts": {
+          "name": "attempts",
+          "type": "integer",
+          "primaryKey": false,
+          "notNull": true,
+          "default": 0
+        },
+        "last_attempt_at": {
+          "name": "last_attempt_at",
+          "type": "timestamp",
+          "primaryKey": false,
+          "notNull": false
+        },
+        "next_attempt_at": {
+          "name": "next_attempt_at",
+          "type": "timestamp",
+          "primaryKey": false,
+          "notNull": false
+        },
+        "response_status": {
+          "name": "response_status",
+          "type": "integer",
+          "primaryKey": false,
+          "notNull": false
+        },
+        "response_body": {
+          "name": "response_body",
+          "type": "text",
+          "primaryKey": false,
+          "notNull": false
+        },
+        "error_message": {
+          "name": "error_message",
+          "type": "text",
+          "primaryKey": false,
+          "notNull": false
+        },
+        "created_at": {
+          "name": "created_at",
+          "type": "timestamp",
+          "primaryKey": false,
+          "notNull": true,
+          "default": "now()"
+        },
+        "updated_at": {
+          "name": "updated_at",
+          "type": "timestamp",
+          "primaryKey": false,
+          "notNull": true,
+          "default": "now()"
+        }
+      },
+      "indexes": {
+        "workspace_notification_delivery_subscription_id_idx": {
+          "name": "workspace_notification_delivery_subscription_id_idx",
+          "columns": [
+            {
+              "expression": "subscription_id",
+              "isExpression": false,
+              "asc": true,
+              "nulls": "last"
+            }
+          ],
+          "isUnique": false,
+          "concurrently": false,
+          "method": "btree",
+          "with": {}
+        },
+        "workspace_notification_delivery_execution_id_idx": {
+          "name": "workspace_notification_delivery_execution_id_idx",
+          "columns": [
+            {
+              "expression": "execution_id",
+              "isExpression": false,
+              "asc": true,
+              "nulls": "last"
+            }
+          ],
+          "isUnique": false,
+          "concurrently": false,
+          "method": "btree",
+          "with": {}
+        },
+        "workspace_notification_delivery_status_idx": {
+          "name": "workspace_notification_delivery_status_idx",
+          "columns": [
+            {
+              "expression": "status",
+              "isExpression": false,
+              "asc": true,
+              "nulls": "last"
+            }
+          ],
+          "isUnique": false,
+          "concurrently": false,
+          "method": "btree",
+          "with": {}
+        },
+        "workspace_notification_delivery_next_attempt_idx": {
+          "name": "workspace_notification_delivery_next_attempt_idx",
+          "columns": [
+            {
+              "expression": "next_attempt_at",
+              "isExpression": false,
+              "asc": true,
+              "nulls": "last"
+            }
+          ],
+          "isUnique": false,
+          "concurrently": false,
+          "method": "btree",
+          "with": {}
+        }
+      },
+      "foreignKeys": {
+        "workspace_notification_delivery_subscription_id_workspace_notification_subscription_id_fk": {
+          "name": "workspace_notification_delivery_subscription_id_workspace_notification_subscription_id_fk",
+          "tableFrom": "workspace_notification_delivery",
+          "tableTo": "workspace_notification_subscription",
+          "columnsFrom": ["subscription_id"],
+          "columnsTo": ["id"],
+          "onDelete": "cascade",
+          "onUpdate": "no action"
+        },
+        "workspace_notification_delivery_workflow_id_workflow_id_fk": {
+          "name": "workspace_notification_delivery_workflow_id_workflow_id_fk",
+          "tableFrom": "workspace_notification_delivery",
+          "tableTo": "workflow",
+          "columnsFrom": ["workflow_id"],
+          "columnsTo": ["id"],
+          "onDelete": "cascade",
+          "onUpdate": "no action"
+        }
+      },
+      "compositePrimaryKeys": {},
+      "uniqueConstraints": {},
+      "policies": {},
+      "checkConstraints": {},
+      "isRLSEnabled": false
+    },
+    "public.workspace_notification_subscription": {
+      "name": "workspace_notification_subscription",
+      "schema": "",
+      "columns": {
+        "id": {
+          "name": "id",
+          "type": "text",
+          "primaryKey": true,
+          "notNull": true
+        },
+        "workspace_id": {
+          "name": "workspace_id",
+          "type": "text",
+          "primaryKey": false,
+          "notNull": true
+        },
+        "notification_type": {
+          "name": "notification_type",
+          "type": "notification_type",
+          "typeSchema": "public",
+          "primaryKey": false,
+          "notNull": true
+        },
+        "workflow_ids": {
+          "name": "workflow_ids",
+          "type": "text[]",
+          "primaryKey": false,
+          "notNull": true,
+          "default": "'{}'::text[]"
+        },
+        "all_workflows": {
+          "name": "all_workflows",
+          "type": "boolean",
+          "primaryKey": false,
+          "notNull": true,
+          "default": false
+        },
+        "level_filter": {
+          "name": "level_filter",
+          "type": "text[]",
+          "primaryKey": false,
+          "notNull": true,
+          "default": "ARRAY['info', 'error']::text[]"
+        },
+        "trigger_filter": {
+          "name": "trigger_filter",
+          "type": "text[]",
+          "primaryKey": false,
+          "notNull": true,
+          "default": "ARRAY['api', 'webhook', 'schedule', 'manual', 'chat']::text[]"
+        },
+        "include_final_output": {
+          "name": "include_final_output",
+          "type": "boolean",
+          "primaryKey": false,
+          "notNull": true,
+          "default": false
+        },
+        "include_trace_spans": {
+          "name": "include_trace_spans",
+          "type": "boolean",
+          "primaryKey": false,
+          "notNull": true,
+          "default": false
+        },
+        "include_rate_limits": {
+          "name": "include_rate_limits",
+          "type": "boolean",
+          "primaryKey": false,
+          "notNull": true,
+          "default": false
+        },
+        "include_usage_data": {
+          "name": "include_usage_data",
+          "type": "boolean",
+          "primaryKey": false,
+          "notNull": true,
+          "default": false
+        },
+        "webhook_config": {
+          "name": "webhook_config",
+          "type": "jsonb",
+          "primaryKey": false,
+          "notNull": false
+        },
+        "email_recipients": {
+          "name": "email_recipients",
+          "type": "text[]",
+          "primaryKey": false,
+          "notNull": false
+        },
+        "slack_config": {
+          "name": "slack_config",
+          "type": "jsonb",
+          "primaryKey": false,
+          "notNull": false
+        },
+        "alert_config": {
+          "name": "alert_config",
+          "type": "jsonb",
+          "primaryKey": false,
+          "notNull": false
+        },
+        "last_alert_at": {
+          "name": "last_alert_at",
+          "type": "timestamp",
+          "primaryKey": false,
+          "notNull": false
+        },
+        "active": {
+          "name": "active",
+          "type": "boolean",
+          "primaryKey": false,
+          "notNull": true,
+          "default": true
+        },
+        "created_by": {
+          "name": "created_by",
+          "type": "text",
+          "primaryKey": false,
+          "notNull": true
+        },
+        "created_at": {
+          "name": "created_at",
+          "type": "timestamp",
+          "primaryKey": false,
+          "notNull": true,
+          "default": "now()"
+        },
+        "updated_at": {
+          "name": "updated_at",
+          "type": "timestamp",
+          "primaryKey": false,
+          "notNull": true,
+          "default": "now()"
+        }
+      },
+      "indexes": {
+        "workspace_notification_workspace_id_idx": {
+          "name": "workspace_notification_workspace_id_idx",
+          "columns": [
+            {
+              "expression": "workspace_id",
+              "isExpression": false,
+              "asc": true,
+              "nulls": "last"
+            }
+          ],
+          "isUnique": false,
+          "concurrently": false,
+          "method": "btree",
+          "with": {}
+        },
+        "workspace_notification_active_idx": {
+          "name": "workspace_notification_active_idx",
+          "columns": [
+            {
+              "expression": "active",
+              "isExpression": false,
+              "asc": true,
+              "nulls": "last"
+            }
+          ],
+          "isUnique": false,
+          "concurrently": false,
+          "method": "btree",
+          "with": {}
+        },
+        "workspace_notification_type_idx": {
+          "name": "workspace_notification_type_idx",
+          "columns": [
+            {
+              "expression": "notification_type",
+              "isExpression": false,
+              "asc": true,
+              "nulls": "last"
+            }
+          ],
+          "isUnique": false,
+          "concurrently": false,
+          "method": "btree",
+          "with": {}
+        }
+      },
+      "foreignKeys": {
+        "workspace_notification_subscription_workspace_id_workspace_id_fk": {
+          "name": "workspace_notification_subscription_workspace_id_workspace_id_fk",
+          "tableFrom": "workspace_notification_subscription",
+          "tableTo": "workspace",
+          "columnsFrom": ["workspace_id"],
+          "columnsTo": ["id"],
+          "onDelete": "cascade",
+          "onUpdate": "no action"
+        },
+        "workspace_notification_subscription_created_by_user_id_fk": {
+          "name": "workspace_notification_subscription_created_by_user_id_fk",
+          "tableFrom": "workspace_notification_subscription",
+          "tableTo": "user",
+          "columnsFrom": ["created_by"],
+          "columnsTo": ["id"],
+          "onDelete": "cascade",
+          "onUpdate": "no action"
+        }
+      },
+      "compositePrimaryKeys": {},
+      "uniqueConstraints": {},
+      "policies": {},
+      "checkConstraints": {},
+      "isRLSEnabled": false
+    }
+  },
+  "enums": {
+    "public.billing_blocked_reason": {
+      "name": "billing_blocked_reason",
+      "schema": "public",
+      "values": ["payment_failed", "dispute"]
+    },
+    "public.notification_delivery_status": {
+      "name": "notification_delivery_status",
+      "schema": "public",
+      "values": ["pending", "in_progress", "success", "failed"]
+    },
+    "public.notification_type": {
+      "name": "notification_type",
+      "schema": "public",
+      "values": ["webhook", "email", "slack"]
+    },
+    "public.permission_type": {
+      "name": "permission_type",
+      "schema": "public",
+      "values": ["admin", "write", "read"]
+    },
+    "public.template_creator_type": {
+      "name": "template_creator_type",
+      "schema": "public",
+      "values": ["user", "organization"]
+    },
+    "public.template_status": {
+      "name": "template_status",
+      "schema": "public",
+      "values": ["pending", "approved", "rejected"]
+    },
+    "public.workspace_invitation_status": {
+      "name": "workspace_invitation_status",
+      "schema": "public",
+      "values": ["pending", "accepted", "rejected", "cancelled"]
+    }
+  },
+  "schemas": {},
+  "sequences": {},
+  "roles": {},
+  "policies": {},
+  "views": {},
+  "_meta": {
+    "columns": {},
+    "schemas": {},
+    "tables": {}
+  }
+}
diff --git a/packages/db/migrations/meta/_journal.json b/packages/db/migrations/meta/_journal.json
index 798e59204..b3dd13337 100644
--- a/packages/db/migrations/meta/_journal.json
+++ b/packages/db/migrations/meta/_journal.json
@@ -876,6 +876,13 @@
       "when": 1766133598113,
       "tag": "0125_eager_lily_hollister",
       "breakpoints": true
+    },
+    {
+      "idx": 126,
+      "version": "7",
+      "when": 1766203036010,
+      "tag": "0126_dapper_midnight",
+      "breakpoints": true
     }
   ]
 }
diff --git a/packages/db/schema.ts b/packages/db/schema.ts
index 4c41490ed..724269fca 100644
--- a/packages/db/schema.ts
+++ b/packages/db/schema.ts
@@ -5,6 +5,7 @@ import {
   check,
   customType,
   decimal,
+  doublePrecision,
   index,
   integer,
   json,
@@ -1047,6 +1048,7 @@ export const document = pgTable(
     deletedAt: timestamp('deleted_at'), // Soft delete
 
     // Document tags for filtering (inherited by all chunks)
+    // Text tags (7 slots)
     tag1: text('tag1'),
     tag2: text('tag2'),
     tag3: text('tag3'),
@@ -1054,6 +1056,19 @@ export const document = pgTable(
     tag5: text('tag5'),
     tag6: text('tag6'),
     tag7: text('tag7'),
+    // Number tags (5 slots)
+    number1: doublePrecision('number1'),
+    number2: doublePrecision('number2'),
+    number3: doublePrecision('number3'),
+    number4: doublePrecision('number4'),
+    number5: doublePrecision('number5'),
+    // Date tags (2 slots)
+    date1: timestamp('date1'),
+    date2: timestamp('date2'),
+    // Boolean tags (3 slots)
+    boolean1: boolean('boolean1'),
+    boolean2: boolean('boolean2'),
+    boolean3: boolean('boolean3'),
 
     // Timestamps
     uploadedAt: timestamp('uploaded_at').notNull().defaultNow(),
@@ -1068,7 +1083,7 @@ export const document = pgTable(
       table.knowledgeBaseId,
       table.processingStatus
     ),
-    // Tag indexes for filtering
+    // Text tag indexes
     tag1Idx: index('doc_tag1_idx').on(table.tag1),
     tag2Idx: index('doc_tag2_idx').on(table.tag2),
     tag3Idx: index('doc_tag3_idx').on(table.tag3),
@@ -1076,6 +1091,19 @@ export const document = pgTable(
     tag5Idx: index('doc_tag5_idx').on(table.tag5),
     tag6Idx: index('doc_tag6_idx').on(table.tag6),
     tag7Idx: index('doc_tag7_idx').on(table.tag7),
+    // Number tag indexes (5 slots)
+    number1Idx: index('doc_number1_idx').on(table.number1),
+    number2Idx: index('doc_number2_idx').on(table.number2),
+    number3Idx: index('doc_number3_idx').on(table.number3),
+    number4Idx: index('doc_number4_idx').on(table.number4),
+    number5Idx: index('doc_number5_idx').on(table.number5),
+    // Date tag indexes (2 slots)
+    date1Idx: index('doc_date1_idx').on(table.date1),
+    date2Idx: index('doc_date2_idx').on(table.date2),
+    // Boolean tag indexes (3 slots)
+    boolean1Idx: index('doc_boolean1_idx').on(table.boolean1),
+    boolean2Idx: index('doc_boolean2_idx').on(table.boolean2),
+    boolean3Idx: index('doc_boolean3_idx').on(table.boolean3),
   })
 )
 
@@ -1137,6 +1165,7 @@ export const embedding = pgTable(
     endOffset: integer('end_offset').notNull(),
 
     // Tag columns inherited from document for efficient filtering
+    // Text tags (7 slots)
     tag1: text('tag1'),
     tag2: text('tag2'),
     tag3: text('tag3'),
@@ -1144,6 +1173,19 @@ export const embedding = pgTable(
     tag5: text('tag5'),
     tag6: text('tag6'),
     tag7: text('tag7'),
+    // Number tags (5 slots)
+    number1: doublePrecision('number1'),
+    number2: doublePrecision('number2'),
+    number3: doublePrecision('number3'),
+    number4: doublePrecision('number4'),
+    number5: doublePrecision('number5'),
+    // Date tags (2 slots)
+    date1: timestamp('date1'),
+    date2: timestamp('date2'),
+    // Boolean tags (3 slots)
+    boolean1: boolean('boolean1'),
+    boolean2: boolean('boolean2'),
+    boolean3: boolean('boolean3'),
 
     // Chunk state - enable/disable from knowledge base
     enabled: boolean('enabled').notNull().default(true),
@@ -1182,7 +1224,7 @@ export const embedding = pgTable(
         ef_construction: 64,
       }),
 
-    // Tag indexes for efficient filtering
+    // Text tag indexes
     tag1Idx: index('emb_tag1_idx').on(table.tag1),
     tag2Idx: index('emb_tag2_idx').on(table.tag2),
     tag3Idx: index('emb_tag3_idx').on(table.tag3),
@@ -1190,6 +1232,19 @@ export const embedding = pgTable(
     tag5Idx: index('emb_tag5_idx').on(table.tag5),
     tag6Idx: index('emb_tag6_idx').on(table.tag6),
     tag7Idx: index('emb_tag7_idx').on(table.tag7),
+    // Number tag indexes (5 slots)
+    number1Idx: index('emb_number1_idx').on(table.number1),
+    number2Idx: index('emb_number2_idx').on(table.number2),
+    number3Idx: index('emb_number3_idx').on(table.number3),
+    number4Idx: index('emb_number4_idx').on(table.number4),
+    number5Idx: index('emb_number5_idx').on(table.number5),
+    // Date tag indexes (2 slots)
+    date1Idx: index('emb_date1_idx').on(table.date1),
+    date2Idx: index('emb_date2_idx').on(table.date2),
+    // Boolean tag indexes (3 slots)
+    boolean1Idx: index('emb_boolean1_idx').on(table.boolean1),
+    boolean2Idx: index('emb_boolean2_idx').on(table.boolean2),
+    boolean3Idx: index('emb_boolean3_idx').on(table.boolean3),
 
     // Full-text search index
     contentFtsIdx: index('emb_content_fts_idx').using('gin', table.contentTsv),