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[BUG] Cowork desktop app — bash workspace fails to start repeatedly across sessions #55404

Description

@rickettspaige-eng

Preflight Checklist

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

What's Wrong?

I am using the Cowork desktop app (not the Claude Code CLI). The bash/Linux workspace has been failing to start repeatedly across at least 4 separate sessions. I have had to restart the app and create multiple new chats just to get basic work done.

What Should Happen?

The bash/Linux workspace should initialize successfully and remain stable across sessions, allowing me to use the Cowork desktop app without having to restart or create new chats.

Error Messages/Logs

"Workspace unavailable. The isolated Linux environment failed to start. You can still use file tools directly."

Steps to Reproduce

Restarting the app multiple times
Creating new chat sessions
Checking for duplicate Claude/Cowork installations in Windows — none found

What I have NOT been able to try:

/bug, /doctor, /feedback commands — these do not exist in the Cowork desktop app. Support kept directing me to Claude Code CLI troubleshooting steps, which do not apply.

Claude Model

Not sure / Multiple models

Is this a regression?

No, this never worked

Last Working Version

No response

Claude Code Version

Claude 1.5354.0 (9a9e3d) 2026-04-29T01:14:34.000Z

Platform

Anthropic API

Operating System

Windows

Terminal/Shell

Windows Terminal

Additional Information

No response

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