diff --git a/src/infra/exec-command-resolution.test.ts b/src/infra/exec-command-resolution.test.ts
index 063cefc8df0..213914f5c70 100644
--- a/src/infra/exec-command-resolution.test.ts
+++ b/src/infra/exec-command-resolution.test.ts
@@ -9,6 +9,7 @@ import {
   parseExecArgvToken,
   resolveCommandResolution,
   resolveCommandResolutionFromArgv,
+  resolveAllowlistCandidatePath,
   resolveExecutionTargetCandidatePath,
   resolvePolicyTargetCandidatePath,
 } from "./exec-approvals.js";
@@ -429,4 +430,20 @@ describe("exec-command-resolution", () => {
       expect(long.inlineValue).toBe("blocked.txt");
     }
   });
+
+  it("does not synthesize cwd-joined allowlist candidates from drive-less windows roots", () => {
+    if (process.platform !== "win32") {
+      return;
+    }
+
+    expect(
+      resolveAllowlistCandidatePath(
+        {
+          rawExecutable: String.raw`:\Users\demo\AI\system\openclaw`,
+          executableName: "openclaw",
+        },
+        String.raw`C:\Users\demo\AI\system\openclaw`,
+      ),
+    ).toBeUndefined();
+  });
 });
diff --git a/src/infra/exec-command-resolution.ts b/src/infra/exec-command-resolution.ts
index bfafd9b87f0..3d8d43e6b90 100644
--- a/src/infra/exec-command-resolution.ts
+++ b/src/infra/exec-command-resolution.ts
@@ -45,6 +45,10 @@ function parseFirstToken(command: string): string | null {
   return match ? match[0] : null;
 }
 
+function isDriveLessWindowsRootedPath(value: string): boolean {
+  return process.platform === "win32" && /^:[\\/]/.test(value);
+}
+
 function tryResolveRealpath(filePath: string | undefined): string | undefined {
   if (!filePath) {
     return undefined;
@@ -176,6 +180,9 @@ function resolveExecutableCandidatePathFromResolution(
     return undefined;
   }
   const expanded = raw.startsWith("~") ? expandHomePrefix(raw) : raw;
+  if (isDriveLessWindowsRootedPath(expanded)) {
+    return undefined;
+  }
   if (!expanded.includes("/") && !expanded.includes("\\")) {
     return undefined;
   }
diff --git a/src/infra/executable-path.test.ts b/src/infra/executable-path.test.ts
index 8c7412fb385..a0ea9664404 100644
--- a/src/infra/executable-path.test.ts
+++ b/src/infra/executable-path.test.ts
@@ -74,4 +74,16 @@ describe("executable path helpers", () => {
     );
     expect(resolveExecutablePath("~/missing-tool", { env: { HOME: homeDir } })).toBeUndefined();
   });
+
+  it("does not treat drive-less rooted windows paths as cwd-relative executables", () => {
+    if (process.platform !== "win32") {
+      return;
+    }
+
+    expect(
+      resolveExecutablePath(String.raw`:\Users\demo\AI\system\openclaw\git.exe`, {
+        cwd: String.raw`C:\Users\demo\AI\system\openclaw`,
+      }),
+    ).toBeUndefined();
+  });
 });
diff --git a/src/infra/executable-path.ts b/src/infra/executable-path.ts
index a1d596cccf8..fdc558458d7 100644
--- a/src/infra/executable-path.ts
+++ b/src/infra/executable-path.ts
@@ -2,6 +2,10 @@ import fs from "node:fs";
 import path from "node:path";
 import { expandHomePrefix } from "./home-dir.js";
 
+function isDriveLessWindowsRootedPath(value: string): boolean {
+  return process.platform === "win32" && /^:[\\/]/.test(value);
+}
+
 function resolveWindowsExecutableExtensions(
   executable: string,
   env: NodeJS.ProcessEnv | undefined,
@@ -86,6 +90,9 @@ export function resolveExecutablePath(
   const expanded = rawExecutable.startsWith("~")
     ? expandHomePrefix(rawExecutable, { env: options?.env })
     : rawExecutable;
+  if (isDriveLessWindowsRootedPath(expanded)) {
+    return undefined;
+  }
   if (expanded.includes("/") || expanded.includes("\\")) {
     if (path.isAbsolute(expanded)) {
       return isExecutableFile(expanded) ? expanded : undefined;