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[Bug]: Claude losing earlier messages / not compacting correctly #2121

Description

@benjaminalgreen

Before submitting

  • I searched existing issues and did not find a duplicate.
  • I included enough detail to reproduce or investigate the problem.

Area

apps/desktop

Steps to reproduce

  1. Begin thread with Claude 4.7 on 200K Extra High
  2. Send Claude off to do some things
  3. Claude reaches max context window
  4. Enter new prompt
  5. Claude confused because there's no context of previous conversation

Expected behavior

Expected behavior is that when Claude reaches context limit, automatic compaction takes place and Claude continues with compressed context from earlier conversation.

Actual behavior

Claude apparently gets a fresh empty context window, and has no context on earlier conversation.

Impact

Blocks work completely

Version or commit

Latest

Environment

MacOS

Logs or stack traces

Screenshots, recordings, or supporting files

No response

Workaround

No response

Activity

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    bugSomething is broken or behaving incorrectly.needs-triageIssue needs maintainer review and initial categorization.

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