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Executive Onboarding & 30-60-90 Day Strategy

30-60-90 Day High-Impact Execution Roadmap

Strategic execution plan demonstrating immediate architectural discovery, high-leverage quick wins, and long-term organizational scale.

Days 1 – 30

Listen, Audit & Baseline

Theme: Deep-dive architectural Discovery & Stakeholder Alignment
Key Tactical Deliverables:
  • Conduct comprehensive architecture and latency audit across core microservices.
  • Review existing RFC and ADR documentation standards and establish baseline SLIs/SLOs.
  • Hold 1-on-1 discovery sessions with all squad leads, Principal architects, and Product managers.
  • Map deployment pipeline bottlenecks and CI/CD testing flakiness.
Quantifiable Success Criteria:
Complete Architecture Health Matrix published.
First low-risk documentation / schema fix shipped within Week 2.
Days 31 – 60

Execute & Deliver Quick Wins

Theme: High-Leverage Platform Optimizations & Team Culture
Key Tactical Deliverables:
  • Implement first high-impact platform optimization (e.g. 40%+ query latency reduction via PostGIS/HNSW indexing).
  • Introduce blameless postmortem culture and automated 5 Whys incident templates.
  • Enforce CI/CD schema migration linters and safe lock timeout guardrails.
  • Lead bi-weekly Architectural Review Board RFC discussions.
Quantifiable Success Criteria:
Measurable 35%+ reduction in P99 latency on target service.
Zero-regression release cadence maintained.
Days 61 – 90

Scale, Strategize & Empower

Theme: Long-Term Platform Vision & Engineering Mentorship
Key Tactical Deliverables:
  • Author and defend comprehensive H2 Platform Architectural Roadmap RFC.
  • Formalize cross-functional Error Budget and SLA governance with Product and Data leadership.
  • Establish formal technical mentorship program for Senior engineers seeking Staff promotion.
  • Implement automated chaos engineering & circuit breaker resilience drills in staging.
Quantifiable Success Criteria:
100% adoption of formal RFC process across engineering squads.
Measurable $200k+ annualized cloud infrastructure / query cost efficiency.