[Bug] Context Window Compaction Fails Before Reaching 0% Remaining

Resolved 💬 4 comments Opened Sep 25, 2025 by ivg-design Closed Nov 3, 2025

Bug Description
with 5% left in the context window i still cannot compact without getting "conversation too long" error - what is the point of having a warning that is not relevant if i can't compact i don't need a warning...

it used to be that i was able to work to 0% and then compact while now i keep bumping into this issue all the time!

Environment Info

  • Platform: darwin
  • Terminal: iTerm.app
  • Version: 1.0.123
  • Feedback ID: d59764d5-001b-44e2-9c3a-f4e38ceabb10

Errors

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

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