[BUG] Remote settings not getting saved, re-triggering env var approval every hour

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?

We have managed enterprise settings that set OTEL env vars. We're having issues where, for some users, the approval is getting re-triggered every hour despite hitting 1 to trust these settings. If you look inside their ~/.claude/ there is no remote-settings.json being saved. Every hour, when settings are synced, their sessions stop and require approval. This happens when there are no changes made to the managed enterprise settings.

If anyone else is seeing this and has debugging steps, please share. We've tried reinstalling Claude Code with a fresh ~/.claude folder but no luck. We have checked that permissions are writable.

<img width="1135" height="291" alt="Image" src="https://github.com/user-attachments/assets/d6c81b6d-38e6-403f-8cd2-41108c0495a9" />

What Should Happen?

The user should only have to approve settings once - unless we change the managed settings.

Error Messages/Logs

Steps to Reproduce

You see to set the OTEL settings via managed enterprise settings. Other than that, we can't figure why some users have issues but not others.

Claude Model

Opus

Is this a regression?

I don't know

Last Working Version

_No response_

Claude Code Version

2.1.71

Platform

Anthropic API

Operating System

macOS

Terminal/Shell

Other

Additional Information

Ghosty terminal