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Technical Debt Decisions

ASecurity

Deciding when a shortcut is a legitimate trade and when it is just damage: separating deliberate and inadvertent debt, constraints delivery pressure does not waive, containing a shortcut so it can be undone, recording it where someone will find it, and choosing which debt to repay by its carrying cost rather than by how much it annoys you. Use when a deadline or an incident is pushing work to be cut, when someone proposes shipping now and cleaning up later, when a spike is about to become pro...

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Added 9/19/2026
developmentgojavadebuggingrefactoringcode-reviewgitsecurity

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A100/100

Scanned 9/19/2026

Install to Claude Code

$npx -y skills add robsonkades/agent-skills --skill technical-debt-decisions --agent claude-code

Installs into .claude/skills of the current project.

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SKILL.md
---
name: technical-debt-decisions
description: >
  Deciding when a shortcut is a legitimate trade and when it is just damage: separating
  deliberate and inadvertent debt, constraints delivery pressure does not waive, containing a
  shortcut so it can be undone, recording it where someone will find it, and choosing which
  debt to repay by its carrying cost rather than by how much it annoys you. Use when a
  deadline or an incident is pushing work to be cut, when someone proposes shipping now and
  cleaning up later, when a spike is about to become production code, when "technical debt" is
  being used to justify a rewrite, when a debt backlog has grown into a list nobody reads, or
  when deciding whether to fix something you have just noticed. Does not cover the refactoring
  mechanics of repaying it (java-refactoring), how to detect the problem
  (java-code-smells), how to communicate the trade (engineering-communication), or which
  gates may be skipped (quality-gates).
---

# Technical Debt Decisions

## Purpose

Technical debt describes future cost from a design compromise, whether deliberate or discovered
through learning. Recording a trade makes it manageable; an unrecorded or reckless choice can
still create debt. Classify consequences rather than using the label to excuse damage.

The decision this skill serves is the one made under pressure, in a few minutes, when a
deadline or an incident is pushing something to be cut. Made well it is professional
engineering; made badly it is the thing everyone will be paying for in eighteen months without
knowing why.

## Workflow

Apply the steps needed for the requested decision, implementation or record review. Retain an
adequate existing design, containment and record; a narrow answer need not create new debt,
process or approval work. Repayment, continued containment and accepting the current design
over a stated horizon are all possible outcomes.

1. **Name what is being traded away.** Not "quality" — which test, which abstraction, which
   migration step, which error path. A trade you cannot name is not a trade, it is an omission.
2. **Check the applicable constraints** (`references/deciding.md`). Security, correctness,
   privacy, safety, legal and recovery requirements retain their actual exception rules and
   authority. Use existing authorization; delivery pressure does not silently waive a control,
   and risk acceptance cannot override a non-exceptionable requirement.
3. **Price both sides.** What does taking it buy — days, a deadline, information? What does
   carrying it cost over the relevant horizon? Distinguish initial benefit, ongoing cost,
   repayment effort and change risk; use ranges and comparable units.
4. **Choose proportionate containment.** An existing boundary or local guard may be enough.
   Compare the cost and failure modes of added containment with the exposure it reduces;
   a new interface or flag is not automatically necessary or cheap.
5. **Record it where it will be found** (`references/recording-and-repaying.md`): what, why,
   what it costs, the repayment or review condition, and who owns the retained risk.
6. **Make the trade visible to the accountable owner.** Team-local reversible debt need not become
   executive ceremony; risk crossing product, security, compliance or operational boundaries does
   require the applicable authority, which may already be delegated (engineering-communication).

## Rules

- Record deliberate debt; for inherited/inadvertent debt, capture what is known without inventing
  original intent. Missing evidence of cost or benefit is unknown, not zero.
- Do not silently trade correctness, authorization, privacy, safety, legal records or recoverability.
  Some changes are legitimately forward-only; use recovery/forward-fix evidence appropriate to
  the failure and recovery objectives, including tested data restoration where needed. A
  reproducible stateless change need not acquire irrelevant backups or a fictional rollback.
- Assess propagation before cutting scope: new callers and features can make a local shortcut
  expensive to remove. Keep adequate local containment; added isolation may itself cost more
  than the bounded risk it addresses.
- If repayment or review is needed, give it an observable condition and an owner. "Later" is
  unreliable; "before the second tenant is onboarded", "when this endpoint exceeds 100 rps",
  "at the next migration
  of this table" can work when someone observes them and takes the agreed action. A review may
  conclude to retain the design, retire it or defer repayment; a trigger is not a promise to repay.
- Debt with negligible carrying risk, no foreseeable change and no blocked option is usually not
  worth repaying. “Nobody touched it recently” is incomplete evidence: include security exposure,
  unsupported dependencies, recovery burden and concentration of knowledge.
- A rewrite can repay debt but adds migration and behavioral risk. Compare incremental repair
  with replacement using compatibility, data migration, cutover/recovery and expected value;
  the label is not justification (architecture-refactoring-paths).
- Test debt is dangerous when it removes the only evidence for changed or high-risk behavior.
  Deleting redundant, misleading or lower-value tests can improve the suite; record which risk is
  left uncovered and prefer cutting scope when essential evidence cannot be produced.
- During an incident, follow incident authority: stabilize impact and preserve perishable evidence
  in parallel where possible. Record the mitigation during handoff or post-incident follow-up while
  context remains available; a universal same-day deadline is not the control (debugging).
- Keep opportunistic work within the authorized change and its necessary prerequisites. Record
  unrelated opportunities; split a larger authorized repair into coherent reviewable steps
  rather than imposing a visual diff-size limit (code-review).

## Application contract

Use existing authorization and delegated scope; escalate only an unresolved material trade
outside it. An owner cannot waive a non-exceptionable requirement merely by accepting risk.
Preserve Java/framework/toolchain constraints; debt review does not authorize an upgrade.
Return the decision and its relevant evidence/uncertainty; include the retained-risk owner and
repayment/review condition when the decision needs them. Reuse adequate existing records.
Implement authorized prerequisite fixes rather than stopping because an item is labelled debt.

## References

- **Deciding** — `references/deciding.md`. The deliberate/inadvertent × prudent/reckless
  quadrant and limits of attribution, constraints and their consequences,
  a containment checklist, and three worked decisions — a deadline, an incident, and a spike
  about to become production code. Read when a shortcut is being proposed.
- **Recording and repaying** — `references/recording-and-repaying.md`. The debt record and
  where it lives, writing a trigger that fires, estimating carrying cost, repayment strategies
  (opportunistic, scheduled, strangled), and how to decide that a debt will never be repaid and
  say so. Read after the decision, and when planning repayment.

Attribution

robsonkadesrobsonkades
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