[Bug] File edit permissions not persisting across multiple edits

Bug Description
Claude keeps prompting for permission to edit files even though I choose option 2 or press shift tab to allow edits. It keeps requesting this for every edit to the file.

Environment Info

• Platform: darwin
• Terminal: ghostty
• Version: 2.0.62
• Feedback ID: 19b233a8-6628-4bf8-88a4-0b8c0a9b60c6

Errors

[{"error":"Error: 500 {\"type\":\"error\",\"error\":{\"type\":\"api_error\",\"message\":\"Internal server error\"},\"request_id\":\"req_011CVw6NtryhzjQ6cNkZ83dk\"}\n    at generate (/$bunfs/root/claude:124:10671)\n    at makeRequest (/$bunfs/root/claude:1237:5434)\n    at processTicksAndRejections (native:7:39)","timestamp":"2025-12-09T12:13:30.592Z"}]