tech-debt-prioritizer

Tech Debt Prioritizer

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Install skill "tech-debt-prioritizer" with this command: npx skills add monkey1sai/openai-cli/monkey1sai-openai-cli-tech-debt-prioritizer

Tech Debt Prioritizer

Systematically prioritize and pay down technical debt.

Scoring Rubric

Impact Score (1-10)

10 - Critical:

  • Prevents new features

  • Causes frequent prod incidents

  • Blocks multiple teams

7-9 - High:

  • Significantly slows development

  • Causes occasional incidents

  • Affects one team heavily

4-6 - Medium:

  • Moderate development friction

  • Rare incidents

  • Workarounds exist

1-3 - Low:

  • Minor annoyance

  • No incidents

  • Easy workarounds

Risk Score (1-10)

10 - Critical:

  • Security vulnerability

  • Data integrity issues

  • Legal/compliance risk

7-9 - High:

  • Potential data loss

  • System instability

  • Vendor end-of-life soon

4-6 - Medium:

  • Performance degradation

  • Occasional failures

  • Deprecated but working

1-3 - Low:

  • Code quality issues

  • Minor bugs

  • Style inconsistencies

Effort Score (1-10)

10 - Herculean:

  • 3+ months

  • Multiple teams

  • High risk changes

7-9 - Large:

  • 1-3 months

  • One team

  • Medium risk

4-6 - Medium:

  • 1-4 weeks

  • 1-2 developers

  • Low risk

1-3 - Small:

  • Days

  • Single developer

  • Very low risk

Priority Formula

Priority Score = (Impact * 2 + Risk * 1.5) / Effort

Higher score = Higher priority

Tech Debt Inventory

IDTitleImpactRiskEffortScoreOwner
TD-001Legacy auth system91083.7Auth Team
TD-002No database indexes8737.8Backend
TD-003Monolithic build7464.0DevOps
TD-004Duplicate API logic6344.1Backend
TD-005Outdated dependencies5829.0All Teams
TD-006Missing error handling4635.7Backend
TD-007Poor test coverage4572.3All Teams
TD-008Inconsistent naming3251.6Frontend

Sorted by Priority Score:

  1. TD-005: Outdated dependencies (9.0)
  2. TD-002: No database indexes (7.8)
  3. TD-006: Missing error handling (5.7)
  4. TD-004: Duplicate API logic (4.1)
  5. TD-003: Monolithic build (4.0) ...

Detailed Assessment Template

TD-002: No Database Indexes

Description

Critical queries lack indexes, causing slow response times and high CPU usage.

Impact (8/10)

  • Search queries take 2-5 seconds (should be <500ms)
  • Database CPU at 85% during peak hours
  • User complaints about slow searches
  • Blocks performance optimization work

Risk (7/10)

  • Database may crash under load
  • Losing customers to slow experience
  • Cannot scale without addressing

Effort (3/10)

  • Identify missing indexes: 2 days
  • Add indexes: 1 day
  • Test performance: 1 day
  • Deploy: 1 day Total: 5 days

ROI Analysis

Cost: 5 developer-days = $5,000 Benefit:

  • 80% faster queries
  • 50% less DB CPU
  • Better user experience
  • Enables scaling

ROI: Very High

Implementation Plan

  1. Run EXPLAIN on slow queries
  2. Identify missing indexes
  3. Add indexes in development
  4. Test query performance
  5. Deploy to production (off-peak)
  6. Monitor impact

Dependencies

  • None (can start immediately)

Owner

Backend Team

Status

Backlog → Prioritized for Q1

Quarterly Paydown Plan

Q1 2024 Tech Debt Paydown

Budget: 20% of engineering time (4 weeks total)

Week 1-2: High Priority

  • TD-005: Update dependencies (2 days)
  • TD-002: Add database indexes (5 days)
  • TD-006: Add error handling (3 days)

Week 3: Medium Priority

  • TD-004: Eliminate duplicate logic (5 days)

Week 4: Quick Wins

  • TD-012: Fix broken tests (2 days)
  • TD-015: Remove dead code (2 days)
  • TD-018: Update README (1 day)

Success Metrics

  • Reduce P1 incidents by 30%
  • Improve deployment confidence
  • Decrease development friction
  • Team morale improvement

Decision Framework

When to Pay Down Debt

Pay down NOW if:

  • Security vulnerability

  • Causing frequent incidents

  • Blocking critical features

  • High impact, low effort

Pay down SOON if:

  • Slowing development significantly

  • Medium-high risk

  • Reasonable effort

Defer if:

  • Low impact and low risk

  • Very high effort

  • Better alternatives exist

When to Increase Budget

Indicators debt budget needs increase:

  • Velocity declining
  • Incident rate increasing
  • Developer satisfaction down
  • Onboarding time increasing
  • "It's too hard to..." complaints

Tech Debt Registry

interface TechDebt { id: string; title: string; description: string;

// Scoring impact: 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10; risk: 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10; effort: 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10;

// Metadata owner: string; createdAt: Date; targetQuarter?: string; status: "backlog" | "prioritized" | "in-progress" | "done";

// Context affectedSystems: string[]; relatedDebt: string[];

// Plan implementationPlan?: string; roi?: "low" | "medium" | "high" | "very-high"; }

Quarterly Review Process

  1. Collect new debt (Week 1)

    • Team submits tech debt items
    • Engineering leads review and score
  2. Prioritize (Week 2)

    • Calculate priority scores
    • Review high-priority items
    • Assign owners
  3. Plan quarter (Week 3)

    • Allocate 10-20% capacity
    • Schedule work
    • Set success metrics
  4. Review results (End of quarter)

    • Measure impact
    • Adjust process
    • Celebrate wins

Best Practices

  • Track systematically: Don't rely on memory

  • Score objectively: Use rubric consistently

  • Regular reviews: Quarterly minimum

  • Budget time: 10-20% of sprint capacity

  • Quick wins: Include easy items for morale

  • Measure impact: Track improvements

  • Make visible: Dashboard, reports

  • No judgment: Tech debt is normal

Output Checklist

  • Tech debt items catalogued

  • Impact/risk/effort scores assigned

  • Priority scores calculated

  • Items ranked by priority

  • Top 10 items detailed

  • Quarterly plan created

  • Budget allocated (% of time)

  • Owners assigned

  • Success metrics defined

  • Review cadence established

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