diff --git a/CHANGELOG.md b/CHANGELOG.md
index 9be651fc30..0d4465124d 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -10,6 +10,7 @@ Docs: https://docs.openclaw.ai
 - Onboarding/CLI: restore terminal state without resuming paused `stdin`, so onboarding exits cleanly after choosing Web UI and the installer returns instead of appearing stuck.
 - macOS Voice Wake: fix a crash in trigger trimming for CJK/Unicode transcripts by matching and slicing on original-string ranges instead of transformed-string indices. (#11052) Thanks @Flash-LHR.
 - Heartbeat: prevent scheduler silent-death races during runner reloads, preserve retry cooldown backoff under wake bursts, and prioritize user/action wake causes over interval/retry reasons when coalescing. (#15108) Thanks @joeykrug.
+- Exec/Allowlist: allow multiline heredoc bodies (`<<`, `<<-`) while keeping multiline non-heredoc shell commands blocked, so exec approval parsing permits heredoc input safely without allowing general newline command chaining. (#13811) Thanks @mcaxtr.
 
 ## 2026.2.12
 
diff --git a/src/infra/exec-approvals.test.ts b/src/infra/exec-approvals.test.ts
index 6ccebc2e0d..26c50c1245 100644
--- a/src/infra/exec-approvals.test.ts
+++ b/src/infra/exec-approvals.test.ts
@@ -164,6 +164,68 @@ describe("exec approvals shell parsing", () => {
     expect(res.segments[0]?.argv[0]).toBe("echo");
   });
 
+  it("rejects input redirection (<)", () => {
+    const res = analyzeShellCommand({ command: "cat < input.txt" });
+    expect(res.ok).toBe(false);
+    expect(res.reason).toBe("unsupported shell token: <");
+  });
+
+  it("rejects output redirection (>)", () => {
+    const res = analyzeShellCommand({ command: "echo ok > output.txt" });
+    expect(res.ok).toBe(false);
+    expect(res.reason).toBe("unsupported shell token: >");
+  });
+
+  it("allows heredoc operator (<<)", () => {
+    const res = analyzeShellCommand({ command: "/usr/bin/tee /tmp/file << 'EOF'" });
+    expect(res.ok).toBe(true);
+    expect(res.segments[0]?.argv[0]).toBe("/usr/bin/tee");
+  });
+
+  it("allows heredoc without space before delimiter", () => {
+    const res = analyzeShellCommand({ command: "/usr/bin/tee /tmp/file <<EOF" });
+    expect(res.ok).toBe(true);
+    expect(res.segments[0]?.argv[0]).toBe("/usr/bin/tee");
+  });
+
+  it("allows heredoc with strip-tabs operator (<<-)", () => {
+    const res = analyzeShellCommand({ command: "/usr/bin/cat <<-DELIM" });
+    expect(res.ok).toBe(true);
+    expect(res.segments[0]?.argv[0]).toBe("/usr/bin/cat");
+  });
+
+  it("allows heredoc in pipeline", () => {
+    const res = analyzeShellCommand({ command: "/usr/bin/cat << 'EOF' | /usr/bin/grep pattern" });
+    expect(res.ok).toBe(true);
+    expect(res.segments).toHaveLength(2);
+    expect(res.segments[0]?.argv[0]).toBe("/usr/bin/cat");
+    expect(res.segments[1]?.argv[0]).toBe("/usr/bin/grep");
+  });
+
+  it("allows multiline heredoc body", () => {
+    const res = analyzeShellCommand({
+      command: "/usr/bin/tee /tmp/file << 'EOF'\nline one\nline two\nEOF",
+    });
+    expect(res.ok).toBe(true);
+    expect(res.segments[0]?.argv[0]).toBe("/usr/bin/tee");
+  });
+
+  it("allows multiline heredoc body with strip-tabs operator (<<-)", () => {
+    const res = analyzeShellCommand({
+      command: "/usr/bin/cat <<-EOF\n\tline one\n\tline two\n\tEOF",
+    });
+    expect(res.ok).toBe(true);
+    expect(res.segments[0]?.argv[0]).toBe("/usr/bin/cat");
+  });
+
+  it("rejects multiline commands without heredoc", () => {
+    const res = analyzeShellCommand({
+      command: "/usr/bin/echo first line\n/usr/bin/echo second line",
+    });
+    expect(res.ok).toBe(false);
+    expect(res.reason).toBe("unsupported shell token: \n");
+  });
+
   it("rejects windows shell metacharacters", () => {
     const res = analyzeShellCommand({
       command: "ping 127.0.0.1 -n 1 & whoami",
diff --git a/src/infra/exec-approvals.ts b/src/infra/exec-approvals.ts
index 05787b1a3e..ea71256bca 100644
--- a/src/infra/exec-approvals.ts
+++ b/src/infra/exec-approvals.ts
@@ -636,31 +636,77 @@ function isDoubleQuoteEscape(next: string | undefined): next is string {
   return Boolean(next && DOUBLE_QUOTE_ESCAPES.has(next));
 }
 
-type IteratorAction = "split" | "skip" | "include" | { reject: string };
+function splitShellPipeline(command: string): { ok: boolean; reason?: string; segments: string[] } {
+  type HeredocSpec = {
+    delimiter: string;
+    stripTabs: boolean;
+  };
 
-/**
- * Iterates through a command string while respecting shell quoting rules.
- * The callback receives each character and the next character, and returns an action:
- * - "split": push current buffer as a segment and start a new one
- * - "skip": skip this character (and optionally the next via skip count)
- * - "include": add this character to the buffer
- * - { reject: reason }: abort with an error
- */
-function iterateQuoteAware(
-  command: string,
-  onChar: (ch: string, next: string | undefined, index: number) => IteratorAction,
-): { ok: true; parts: string[]; hasSplit: boolean } | { ok: false; reason: string } {
-  const parts: string[] = [];
+  const parseHeredocDelimiter = (
+    source: string,
+    start: number,
+  ): { delimiter: string; end: number } | null => {
+    let i = start;
+    while (i < source.length && (source[i] === " " || source[i] === "\t")) {
+      i += 1;
+    }
+    if (i >= source.length) {
+      return null;
+    }
+
+    const first = source[i];
+    if (first === "'" || first === '"') {
+      const quote = first;
+      i += 1;
+      let delimiter = "";
+      while (i < source.length) {
+        const ch = source[i];
+        if (ch === "\n" || ch === "\r") {
+          return null;
+        }
+        if (quote === '"' && ch === "\\" && i + 1 < source.length) {
+          delimiter += source[i + 1];
+          i += 2;
+          continue;
+        }
+        if (ch === quote) {
+          return { delimiter, end: i + 1 };
+        }
+        delimiter += ch;
+        i += 1;
+      }
+      return null;
+    }
+
+    let delimiter = "";
+    while (i < source.length) {
+      const ch = source[i];
+      if (/\s/.test(ch) || ch === "|" || ch === "&" || ch === ";" || ch === "<" || ch === ">") {
+        break;
+      }
+      delimiter += ch;
+      i += 1;
+    }
+    if (!delimiter) {
+      return null;
+    }
+    return { delimiter, end: i };
+  };
+
+  const segments: string[] = [];
   let buf = "";
   let inSingle = false;
   let inDouble = false;
   let escaped = false;
-  let hasSplit = false;
+  let emptySegment = false;
+  const pendingHeredocs: HeredocSpec[] = [];
+  let inHeredocBody = false;
+  let heredocLine = "";
 
   const pushPart = () => {
     const trimmed = buf.trim();
     if (trimmed) {
-      parts.push(trimmed);
+      segments.push(trimmed);
     }
     buf = "";
   };
@@ -669,14 +715,38 @@ function iterateQuoteAware(
     const ch = command[i];
     const next = command[i + 1];
 
+    if (inHeredocBody) {
+      if (ch === "\n" || ch === "\r") {
+        const current = pendingHeredocs[0];
+        if (current) {
+          const line = current.stripTabs ? heredocLine.replace(/^\t+/, "") : heredocLine;
+          if (line === current.delimiter) {
+            pendingHeredocs.shift();
+          }
+        }
+        heredocLine = "";
+        if (pendingHeredocs.length === 0) {
+          inHeredocBody = false;
+        }
+        if (ch === "\r" && next === "\n") {
+          i += 1;
+        }
+      } else {
+        heredocLine += ch;
+      }
+      continue;
+    }
+
     if (escaped) {
       buf += ch;
       escaped = false;
+      emptySegment = false;
       continue;
     }
     if (!inSingle && !inDouble && ch === "\\") {
       escaped = true;
       buf += ch;
+      emptySegment = false;
       continue;
     }
     if (inSingle) {
@@ -684,6 +754,7 @@ function iterateQuoteAware(
         inSingle = false;
       }
       buf += ch;
+      emptySegment = false;
       continue;
     }
     if (inDouble) {
@@ -691,93 +762,113 @@ function iterateQuoteAware(
         buf += ch;
         buf += next;
         i += 1;
+        emptySegment = false;
         continue;
       }
       if (ch === "$" && next === "(") {
-        return { ok: false, reason: "unsupported shell token: $()" };
+        return { ok: false, reason: "unsupported shell token: $()", segments: [] };
       }
       if (ch === "`") {
-        return { ok: false, reason: "unsupported shell token: `" };
+        return { ok: false, reason: "unsupported shell token: `", segments: [] };
       }
       if (ch === "\n" || ch === "\r") {
-        return { ok: false, reason: "unsupported shell token: newline" };
+        return { ok: false, reason: "unsupported shell token: newline", segments: [] };
       }
       if (ch === '"') {
         inDouble = false;
       }
       buf += ch;
+      emptySegment = false;
       continue;
     }
     if (ch === "'") {
       inSingle = true;
       buf += ch;
+      emptySegment = false;
       continue;
     }
     if (ch === '"') {
       inDouble = true;
       buf += ch;
+      emptySegment = false;
       continue;
     }
 
-    const action = onChar(ch, next, i);
-    if (typeof action === "object" && "reject" in action) {
-      return { ok: false, reason: action.reject };
-    }
-    if (action === "split") {
-      pushPart();
-      hasSplit = true;
+    if ((ch === "\n" || ch === "\r") && pendingHeredocs.length > 0) {
+      inHeredocBody = true;
+      heredocLine = "";
+      if (ch === "\r" && next === "\n") {
+        i += 1;
+      }
       continue;
     }
-    if (action === "skip") {
-      continue;
-    }
-    buf += ch;
-  }
 
-  if (escaped || inSingle || inDouble) {
-    return { ok: false, reason: "unterminated shell quote/escape" };
-  }
-  pushPart();
-  return { ok: true, parts, hasSplit };
-}
-
-function splitShellPipeline(command: string): { ok: boolean; reason?: string; segments: string[] } {
-  let emptySegment = false;
-  const result = iterateQuoteAware(command, (ch, next) => {
     if (ch === "|" && next === "|") {
-      return { reject: "unsupported shell token: ||" };
+      return { ok: false, reason: "unsupported shell token: ||", segments: [] };
     }
     if (ch === "|" && next === "&") {
-      return { reject: "unsupported shell token: |&" };
+      return { ok: false, reason: "unsupported shell token: |&", segments: [] };
     }
     if (ch === "|") {
       emptySegment = true;
-      return "split";
+      pushPart();
+      continue;
     }
     if (ch === "&" || ch === ";") {
-      return { reject: `unsupported shell token: ${ch}` };
+      return { ok: false, reason: `unsupported shell token: ${ch}`, segments: [] };
+    }
+    if (ch === "<" && next === "<") {
+      buf += "<<";
+      emptySegment = false;
+      i += 1;
+
+      let scanIndex = i + 1;
+      let stripTabs = false;
+      if (command[scanIndex] === "-") {
+        stripTabs = true;
+        buf += "-";
+        scanIndex += 1;
+      }
+
+      const parsed = parseHeredocDelimiter(command, scanIndex);
+      if (parsed) {
+        pendingHeredocs.push({ delimiter: parsed.delimiter, stripTabs });
+        buf += command.slice(scanIndex, parsed.end);
+        i = parsed.end - 1;
+      }
+      continue;
     }
     if (DISALLOWED_PIPELINE_TOKENS.has(ch)) {
-      return { reject: `unsupported shell token: ${ch}` };
+      return { ok: false, reason: `unsupported shell token: ${ch}`, segments: [] };
     }
     if (ch === "$" && next === "(") {
-      return { reject: "unsupported shell token: $()" };
+      return { ok: false, reason: "unsupported shell token: $()", segments: [] };
     }
+    buf += ch;
     emptySegment = false;
-    return "include";
-  });
-
-  if (!result.ok) {
-    return { ok: false, reason: result.reason, segments: [] };
   }
-  if (emptySegment || result.parts.length === 0) {
+
+  if (inHeredocBody && pendingHeredocs.length > 0) {
+    const current = pendingHeredocs[0];
+    const line = current.stripTabs ? heredocLine.replace(/^\t+/, "") : heredocLine;
+    if (line === current.delimiter) {
+      pendingHeredocs.shift();
+    }
+  }
+
+  if (escaped || inSingle || inDouble) {
+    return { ok: false, reason: "unterminated shell quote/escape", segments: [] };
+  }
+
+  pushPart();
+  if (emptySegment || segments.length === 0) {
     return {
       ok: false,
-      reason: result.parts.length === 0 ? "empty command" : "empty pipeline segment",
+      reason: segments.length === 0 ? "empty command" : "empty pipeline segment",
       segments: [],
     };
   }
-  return { ok: true, segments: result.parts };
+  return { ok: true, segments };
 }
 
 function findWindowsUnsupportedToken(command: string): string | null {