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Technical Debt Assessment & Cleanup Plan

💻 Coding✓ Essential
Help me assess and plan cleanup of technical debt in my codebase.

Project: [DESCRIBE]
Age: [HOW OLD IS THE CODEBASE]
Main concerns: [SLOW / BUGGY / HARD TO MODIFY / NO TESTS / OUTDATED DEPENDENCIES]
Team capacity for cleanup: [HOURS PER WEEK]

Provide:
1. **Debt Inventory**: Categories of tech debt (code, architecture, testing, infrastructure, documentation)
2. **Assessment Framework**: How to score each debt item by impact and effort
3. **Priority Matrix**: Which debt to pay off first for maximum benefit
4. **Quick Wins**: Cleanup tasks that take under 2 hours but make a big difference
5. **Refactoring Strategy**: How to refactor safely without breaking things
6. **Testing First**: Adding tests before refactoring to prevent regressions
7. **Dependency Updates**: How to safely update outdated dependencies
8. **Documentation Debt**: Essential docs to write for the codebase
9. **Sprint Integration**: How to include debt reduction in regular development sprints
10. **Tracking Progress**: How to measure and communicate debt reduction over time
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