BUG: /compact command always fails with 'Conversation too long' error

Resolved 💬 3 comments Opened Oct 25, 2025 by NP-Shane Closed Oct 28, 2025

Bug Report

Description

The /compact command is broken and always fails with the error:

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

This error occurs regardless of when the command is run - early in conversation, mid-conversation, or near token limits.

Steps to Reproduce

  1. Start any Claude Code session
  2. At any point in the conversation, run /compact
  3. Command fails with the error above

Expected Behavior

The /compact command should compact the conversation at the current point, similar to how automatic compaction works when a session hits token limits.

Actual Behavior

Command always fails with "Conversation too long" error, making the manual compact feature completely unusable.

Inconsistency

  • Automatic compaction (system-triggered at token limit): ✅ Works perfectly
  • Manual /compact command (user-triggered): ❌ Always fails

This suggests the command has a bug in how it checks conversation length or determines compaction points.

Impact

Users cannot manually trigger compaction to:

  • Control when context is summarized
  • Preserve important recent context before hitting auto-compact
  • Manage conversation flow proactively

Environment

  • OS: macOS (Darwin 25.0.0)
  • Claude Code Version: Latest (as of 2025-10-25)
  • Session Type: All sessions (new and continued)

Suggested Fix

The /compact command should use the same logic as automatic compaction, or at minimum provide a clearer error message about why it cannot compact at the current point.

Additional Context

The error message "Press esc twice to go up a few messages and try again" is unhelpful because:

  1. Going up a few messages and retrying produces the same error
  2. There's no indication of how far back is "safe"
  3. The command should handle this automatically, not require user intervention

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User Quote: "Doesn't matter when I run it, this is the error I always get. So what's the point of it?"

This bug makes the /compact command completely non-functional.

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