[FEATURE]: Allow pinning important instructions/messages per session to keep them after compaction.

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Describe the enhancement you want to request

To enable "Ralph loop" and similar long-running use-cases while still getting the benefits of compaction, there should be a built-in way to pin certain messages (similar to Agents.md instructions but per-session) so they are re-inserted after compaction.

Additionally, the model should be encouraged to check open tasks after compaction.

This issue might be a duplicate of existing issues. Please check:

[FEATURE] Sliding window context management for long-running sessions #4659: Sliding window context management for long-running sessions (proposes 'inception messages' that survive compaction)
Soft compaction / AI global workspace metabolism #3032: Soft compaction / AI global workspace metabolism (proposes preserving important context during compaction)
[FEATURE]: Save plan to file for token efficiency and compaction persistence #7579: Save plan to file for token efficiency and compaction persistence (addresses compaction losing critical context)
Feature: generic /compact command, auto-compaction, and fork-aware conversations #4317: Feature: generic /compact command, auto-compaction, and fork-aware conversations (comprehensive compaction framework)

Feel free to ignore if none of these address your specific case.

Tried implementing this in a PR #9097

Related? #6535

@TomLucidor

@TomLucidor Kind of, but not really, this is not about keeping the system prompt but user selected "pinned" prompts

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[FEATURE]: Allow pinning important instructions/messages per session to keep them after compaction. #8932

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[FEATURE]: Allow pinning important instructions/messages per session to keep them after compaction. #8932

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Feature hasn't been suggested before.

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github-actions commented on Jan 16, 2026

Killusions commented on Jan 17, 2026

TomLucidor commented on Jan 21, 2026

Killusions commented on Jan 21, 2026

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github-actions commented on Mar 28, 2026

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