[BUG] Claude Cowork constantly crashing after Teams moved from Chat to Cowork

Resolved 💬 3 comments Opened May 2, 2026 by soverylarry Closed May 5, 2026

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?

Subject: Cowork crashes + chat sync failure after Teams reinstall
Description:
After reinstalling Claude Desktop for new Teams account setup, experiencing two critical issues:
Cowork crashes (~80% of sessions): Crashes immediately after sharing .md files in new Cowork conversations. Started right after Teams reinstall. Cowork worked fine in previous setup.
Chat sync broken: 12 chats visible on desktop, only 1 syncing to mobile app.
Both issues began after the Teams reinstall. Organization settings verified correct (code execution and network egress enabled). Desktop app stays open, computer doesn't sleep during sessions.
System: Windows 11, Claude Desktop version 1.5354.0.0

What Should Happen?

I expect Claude Cowork to run the way it did in my personal Pro account which was basically flawless. I bumped up against limits like everyone else but no crashes like this. Very frustrated.

Error Messages/Logs

Claude Code process exited with code 3221225477

Steps to Reproduce

Install Cowork option with Teams after using Chat originally.

Claude Model

None

Is this a regression?

Yes, this worked in a previous version

Last Working Version

_No response_

Claude Code Version

Desktop app version (1.5354.0.0)

Platform

Anthropic API

Operating System

Windows

Terminal/Shell

Windows Terminal

Additional Information

<img width="607" height="229" alt="Image" src="https://github.com/user-attachments/assets/d101275f-5dde-44f5-aedd-ef530df89abe" />

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