Cowork Run now stuck on In progress on Windows

Preflight Checklist

• [x] I have searched existing issues and this hasn't been reported yet
• [x] This is a single bug report (please file separate reports for different bugs)
• [x] I am using the latest version of Claude Code

What's Wrong?

Created scheduled task in Cowork, clicked Run now, status stuck on In progress indefinitely. Waited 10+ min. Closed/reopened app, recreated task - same result. Windows 11 Build 26100.8117.

What Should Happen?

Scheduled task should run to completion and show a final status (success/fail) within a reasonable time.

Error Messages/Logs

Steps to Reproduce

1. Open Cowork on Windows 11.
2. Create a new scheduled task.
3. Click "Run now".
4. Observe status: "In progress" indefinitely (waited 10+ minutes).
5. Close and reopen the app - status persists or task never completes.
6. Delete and recreate task - same result.

Claude Model

None

Is this a regression?

I don't know

Last Working Version

N/A (Cowork)

Claude Code Version

N/A (Cowork)

Platform

Other

Operating System

Windows

Terminal/Shell

Other

Additional Information

_No response_