Auto-compaction stopped working - conversation fails when manually compacting

Resolved 💬 3 comments Opened Oct 6, 2025 by bharris52468 Closed Oct 10, 2025

Claude Code was previously auto-compacting conversations when approaching context limits, but this behavior stopped working approximately on 2025-10-05.

Current behavior:

  1. Conversation grows too long
  2. System tells user to run /compact
  3. When user runs /compact, it fails because conversation is already too long

Expected behavior:

  • Claude Code should automatically compact conversations before reaching critical context limits
  • Users should never be in a situation where they're told to compact but compaction fails

Impact:
This appears to be a regression - the auto-compaction feature was working for weeks but suddenly stopped.

Environment:

  • Platform: Linux 6.14.0-29-generic
  • Claude Code Version: 2.0.8
  • Date noticed: ~2025-10-05

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