raphaeltm/engineering-strategy
.claude/skills/engineering-strategy/SKILL.md
Engineering strategy and technical planning. Builds roadmaps (Now/Next/Later), technology radar, build-vs-buy analyses, and tech debt registers. Trigger when asked about roadmap planning, technology evaluation, build-vs-buy decisions, or tech debt prioritization.
$ install --global
skillsauthnpx skillsauth add raphaeltm/simple-agent-manager engineering-strategyInstall this skill globally with one command. Works with Claude Code, Cursor, and Windsurf.
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TrivyContainer and dependency vulnerability scanner
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SemgrepStatic code analysis for vulnerabilities
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mcp-scan (Snyk)Model Context Protocol security validation
95%
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Snyk (dep)Open source security scanning
50%
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Socket.devSupply chain security analysis
50%
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VirusTotalMulti-engine malware detection
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CrowdStrikeAdvanced threat intelligence
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OWASP Dep-Check
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Last scanned: Apr 16, 2026, 11:12 AM19.1s1 file scanned
SKILL.md
- name:
- engineering-strategy
- description:
- Engineering strategy and technical planning. Builds roadmaps (Now/Next/Later), technology radar, build-vs-buy analyses, and tech debt registers. Trigger when asked about roadmap planning, technology evaluation, build-vs-buy decisions, or tech debt prioritization.
- user-invocable:
- true
Engineering Strategy
Develop and maintain engineering strategy artifacts stored in strategy/engineering/.
Prerequisites
Before creating any artifact, read:
strategy/engineering/for existing engineering docsstrategy/competitive/feature-matrix.mdfor feature gapsstrategy/business/for business prioritiesdocs/adr/for existing architecture decisionsspecs/for feature specifications and statustasks/for current backlog
Frameworks
Now/Next/Later Roadmap
Avoids false precision of timeline-based roadmaps. Now = committed work; Next = planned, dependencies identified; Later = important but unscheduled. Each item links to a business driver.
Technology Radar (ThoughtWorks-style)
Four quadrants (Techniques, Tools, Platforms, Languages/Frameworks) x four rings (Adopt, Trial, Assess, Hold). Include rationale and last-assessed date per entry.
Build vs Buy Decision Matrix
Weighted scoring on: strategic differentiation, time to value, maintenance burden, integration complexity, total cost (2yr), vendor risk. Include TCO comparison and reversibility assessment.
Tech Debt Register (Fowler Quadrant)
Categorize as Reckless/Prudent x Deliberate/Inadvertent. Track priority, location, impact, remediation approach, effort estimate, and business case.
Output Artifacts
Save to strategy/engineering/:
roadmap.md— Now/Next/Later with dependencies and business driverstech-radar.md— Technology assessments by quadrant and ringtech-debt.md— Prioritized register with effort estimatesadr/NNN-[title].md— Architecture Decision Records (also considerdocs/adr/for implemented decisions)
Prioritization Criteria
When helping prioritize, consider: business impact, competitive necessity (table-stakes?), technical leverage (unlocks future work?), user demand (evidence from support/reviews), effort, and dependencies.
Quality Standards
- Link every roadmap item to a business driver
- Distinguish committed vs aspirational work
- Include effort estimates (even rough)
- Track decisions, not just outcomes (ADRs capture reasoning)
- Update, don't append — move completed items, don't let docs grow forever
- Include
Last Updateddate and update trigger on every document
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