conversation compression

Resolved 💬 7 comments Opened Nov 8, 2025 by mwechter Closed Jan 21, 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?

The session get to a conversation compression point and throws an error similar to:
⎿  Error: Error during compaction: Error: API Error: 400
{"type":"error","error":{"type":"invalid_request_error","message":"clear_thinking_20251015 strategy requires
thinking to be enabled"},"request_id":"req_011CUwG6vFpS46TG4Cn5Gkvg"}

the only solution is to close the session and start a new clean session with as much context as you can save.

What Should Happen?

no error . the conversation should continue after a short period of time

Error Messages/Logs

This is one example; others have been different.
⎿  Error: Error during compaction: Error: API Error: 400
     {"type":"error","error":{"type":"invalid_request_error","message":"`clear_thinking_20251015` strategy requires
     `thinking` to be enabled"},"request_id":"req_011CUwG6vFpS46TG4Cn5Gkvg"}

Steps to Reproduce

I guess the session has to just be long enough to force compression

Claude Model

Sonnet (default)

Is this a regression?

I don't know

Last Working Version

_No response_

Claude Code Version

Sonnet 4.5 2.0.36 claude Max

Platform

Anthropic API

Operating System

Windows

Terminal/Shell

Windows Terminal

Additional Information

_No response_

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