diff --git a/packages/cli/src/config/trustedFolders.test.ts b/packages/cli/src/config/trustedFolders.test.ts
index dff4610b90..892cd86e4b 100644
--- a/packages/cli/src/config/trustedFolders.test.ts
+++ b/packages/cli/src/config/trustedFolders.test.ts
@@ -449,6 +449,14 @@ describe('Trusted Folders', () => {
         false,
       );
     });
+
+    it('should return true for isPathTrusted when isHeadlessMode is true', async () => {
+      const geminiCore = await import('@google/gemini-cli-core');
+      vi.spyOn(geminiCore, 'isHeadlessMode').mockReturnValue(true);
+
+      const folders = loadTrustedFolders();
+      expect(folders.isPathTrusted('/any-untrusted-path')).toBe(true);
+    });
   });
 
   describe('Trusted Folders Caching', () => {
diff --git a/packages/cli/src/config/trustedFolders.ts b/packages/cli/src/config/trustedFolders.ts
index 0b00449700..2a808c4c02 100644
--- a/packages/cli/src/config/trustedFolders.ts
+++ b/packages/cli/src/config/trustedFolders.ts
@@ -128,6 +128,9 @@ export class LoadedTrustedFolders {
     location: string,
     config?: Record<string, TrustLevel>,
   ): boolean | undefined {
+    if (isHeadlessMode()) {
+      return true;
+    }
     const configToUse = config ?? this.user.config;
 
     // Resolve location to its realpath for canonical comparison