Claude Cowork Troubleshooting Guide

Problem: Claude stopped working on my task

Solution: Ensure App Persistence

Claude Cowork requires the Claude Desktop app to remain open throughout the entire task. If you close the app or your computer enters sleep mode, the virtual machine environment will shut down, ending the session.

Tip: Check your macOS Energy Saver settings if you are running long tasks.

Problem: I'm hitting usage limits very quickly

Solution: Strategic Task Allocation

Because it involves complex sub-agent coordination and file operations, Cowork consumes significantly more usage than standard chat.

• Use standard chat for simple questions or drafting.
• Reserve Cowork for complex, multi-step tasks that require local file access or web research.

Problem: Files aren't appearing where expected

Solution: Verify File Permissions

Claude requires explicit permission to access specific folders on your macOS system. If a task finishes but you don't see the output:

• Check if you granted Claude access to the target directory.
• Review the final message from Claude; it will specify exactly where the files were written.