[FEATURE] "Compact context" option as alternative to "Clear context" for plan approval

Preflight Checklist

• [x] I have searched existing requests and this feature hasn't been requested yet
• [x] This is a single feature request (not multiple features)

Problem Statement

When approving a plan with "Yes, clear context and auto-accept edits", the conversation history is completely cleared. This loses valuable context about:

• Why the changes were initiated in the first place
• The discussion and reasoning that led to the current plan
• Trade-offs that were considered and decisions made

This makes iterative development harder — if you need to make follow-up changes or adjustments, you've lost the "why" behind the original work.

Proposed Solution

Add a new option (or replace the existing one):

"Yes, compact context and auto-accept edits"

This would:

• Retain a summarized/compacted version of the conversation context
• Preserve the reasoning behind why changes were started
• Still auto-accept edits for faster iteration
• Allow meaningful follow-up questions and iterative changes

Alternative Solutions

• Could be a replacement for "Yes, clear context and auto-accept edits" rather than an additional option
• Could offer configurable compaction levels

Priority

High - Significant impact on productivity

Feature Category

CLI commands and flags

Use Case Example

When working on a feature iteratively:

1. Discuss requirements and approach with Claude
2. Approve a plan
3. Realize a small adjustment is needed
4. Currently: Context is gone, need to re-explain everything
5. With this feature: Context is preserved (compacted), can continue naturally

Additional Context

_No response_