[Bug] Compaction Failure: Conversation Length Inconsistency

Resolved 💬 2 comments Opened Oct 5, 2025 by toddkitchens Closed Oct 5, 2025

Bug Description
First few auto or manual compacts work then it will run up to zero and not allow compact -->

"Error: Error during compaction: Error: Conversation too long. Press esc twice to go up a few messages and try again."

Interestingly if you ask Claude how much context is left he will say something like "We have 64k tokens left, plenty for a few more turns".

Environment Info

  • Platform: darwin
  • Terminal: iTerm.app
  • Version: 2.0.8
  • Feedback ID: 632b6b46-2302-4d85-89e2-43dbdeb6a5e1

Errors

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