diff --git a/src/hooks/bundled/boot-md/handler.test.ts b/src/hooks/bundled/boot-md/handler.test.ts
index ee19f7cc1e..62fdc99017 100644
--- a/src/hooks/bundled/boot-md/handler.test.ts
+++ b/src/hooks/bundled/boot-md/handler.test.ts
@@ -1,3 +1,4 @@
+import path from "node:path";
 import { beforeEach, describe, expect, it, vi } from "vitest";
 import type { InternalHookEvent } from "../../internal-hooks.js";
 
@@ -6,6 +7,8 @@ const listAgentIds = vi.fn();
 const resolveAgentWorkspaceDir = vi.fn();
 const logWarn = vi.fn();
 const logDebug = vi.fn();
+const MAIN_WORKSPACE_DIR = path.join(path.sep, "ws", "main");
+const OPS_WORKSPACE_DIR = path.join(path.sep, "ws", "ops");
 
 vi.mock("../../../gateway/boot.js", () => ({ runBootOnce }));
 vi.mock("../../../agents/agent-scope.js", () => ({
@@ -58,7 +61,9 @@ describe("boot-md handler", () => {
   it("runs boot for each agent", async () => {
     const cfg = { agents: { list: [{ id: "main" }, { id: "ops" }] } };
     listAgentIds.mockReturnValue(["main", "ops"]);
-    resolveAgentWorkspaceDir.mockImplementation((_cfg: unknown, id: string) => `/ws/${id}`);
+    resolveAgentWorkspaceDir.mockImplementation((_cfg: unknown, id: string) =>
+      id === "main" ? MAIN_WORKSPACE_DIR : OPS_WORKSPACE_DIR,
+    );
     runBootOnce.mockResolvedValue({ status: "ran" });
 
     await runBootChecklist(makeEvent({ context: { cfg } }));
@@ -66,31 +71,33 @@ describe("boot-md handler", () => {
     expect(listAgentIds).toHaveBeenCalledWith(cfg);
     expect(runBootOnce).toHaveBeenCalledTimes(2);
     expect(runBootOnce).toHaveBeenCalledWith(
-      expect.objectContaining({ cfg, workspaceDir: "/ws/main", agentId: "main" }),
+      expect.objectContaining({ cfg, workspaceDir: MAIN_WORKSPACE_DIR, agentId: "main" }),
     );
     expect(runBootOnce).toHaveBeenCalledWith(
-      expect.objectContaining({ cfg, workspaceDir: "/ws/ops", agentId: "ops" }),
+      expect.objectContaining({ cfg, workspaceDir: OPS_WORKSPACE_DIR, agentId: "ops" }),
     );
   });
 
   it("runs boot for single default agent when no agents configured", async () => {
     const cfg = {};
     listAgentIds.mockReturnValue(["main"]);
-    resolveAgentWorkspaceDir.mockReturnValue("/ws/main");
+    resolveAgentWorkspaceDir.mockReturnValue(MAIN_WORKSPACE_DIR);
     runBootOnce.mockResolvedValue({ status: "skipped", reason: "missing" });
 
     await runBootChecklist(makeEvent({ context: { cfg } }));
 
     expect(runBootOnce).toHaveBeenCalledTimes(1);
     expect(runBootOnce).toHaveBeenCalledWith(
-      expect.objectContaining({ cfg, workspaceDir: "/ws/main", agentId: "main" }),
+      expect.objectContaining({ cfg, workspaceDir: MAIN_WORKSPACE_DIR, agentId: "main" }),
     );
   });
 
   it("logs warning details when a per-agent boot run fails", async () => {
     const cfg = { agents: { list: [{ id: "main" }, { id: "ops" }] } };
     listAgentIds.mockReturnValue(["main", "ops"]);
-    resolveAgentWorkspaceDir.mockImplementation((_cfg: unknown, id: string) => `/ws/${id}`);
+    resolveAgentWorkspaceDir.mockImplementation((_cfg: unknown, id: string) =>
+      id === "main" ? MAIN_WORKSPACE_DIR : OPS_WORKSPACE_DIR,
+    );
     runBootOnce
       .mockResolvedValueOnce({ status: "ran" })
       .mockResolvedValueOnce({ status: "failed", reason: "agent failed" });
@@ -100,7 +107,7 @@ describe("boot-md handler", () => {
     expect(logWarn).toHaveBeenCalledTimes(1);
     expect(logWarn).toHaveBeenCalledWith("boot-md failed for agent startup run", {
       agentId: "ops",
-      workspaceDir: "/ws/ops",
+      workspaceDir: OPS_WORKSPACE_DIR,
       reason: "agent failed",
     });
   });
@@ -108,14 +115,14 @@ describe("boot-md handler", () => {
   it("logs debug details when a per-agent boot run is skipped", async () => {
     const cfg = { agents: { list: [{ id: "main" }] } };
     listAgentIds.mockReturnValue(["main"]);
-    resolveAgentWorkspaceDir.mockReturnValue("/ws/main");
+    resolveAgentWorkspaceDir.mockReturnValue(MAIN_WORKSPACE_DIR);
     runBootOnce.mockResolvedValue({ status: "skipped", reason: "missing" });
 
     await runBootChecklist(makeEvent({ context: { cfg } }));
 
     expect(logDebug).toHaveBeenCalledWith("boot-md skipped for agent startup run", {
       agentId: "main",
-      workspaceDir: "/ws/main",
+      workspaceDir: MAIN_WORKSPACE_DIR,
       reason: "missing",
     });
   });