managing-tech-debt

Installation
SKILL.md

Managing Tech Debt

Scope

Covers

  • Identifying and making technical debt visible (including user-visible symptoms)
  • Prioritizing debt work using a transparent scoring model
  • Deciding refactor vs migrate vs rebuild vs deprecate with explicit criteria
  • Planning incremental modernization (avoid “rewrite traps”)
  • Building a business case for hard-to-measure investments (metrics + small tests)
  • Creating an execution-ready paydown plan with risks, milestones, and comms

When to use

  • “Create a tech debt register and prioritize what to fix next quarter.”
  • “We’re considering a rewrite/migration—help us make the call and plan it safely.”
  • “Our legacy system slows delivery—build a paydown plan with milestones and metrics.”
  • “Leadership won’t fund refactors—quantify impact and propose a measurable plan.”
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Jan 27, 2026