[BUG] Claude continually asks for permission, even after selecting yes, always allow.

[Jkrise]

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?

When asking Claude to do anything, it asks for permission first. If I select yes, always allow, the next time it does the same thing, it asks again, over and over. I've tried local and global permissions, but it keeps doing the same thing.

What Should Happen?

Claude should remember the user's choices

Error Messages/Logs

Read file

  Read(AP-Cleanup-Documentation.md)

 Do you want to proceed?
 ❯ 1. Yes
   2. Yes, during this session
   3. No, and tell Claude what to do differently (esc)

Steps to Reproduce

Ask Claude the scan the directory Wait for the prompt for permission select yes, always allow Repeat the request to scan the directory again and it will ask for permission again

Claude Model

Sonnet (default)

Is this a regression?

Yes, this worked in a previous version

Last Working Version

No response

Claude Code Version

2.0.36 (Claude Code)

Platform

Anthropic API

Operating System

Windows

Terminal/Shell

PowerShell

Additional Information

No response