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Engineering Leadership
16 articles
Pillar Guide
May 1, 2026
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15 min
Engineering Leadership in the AI Era: What Changed
How AI fundamentally changed engineering leadership, team structure, hiring, and metrics. A practical guide from 14 years of experience.
Engineering Leadership
Jul 6, 2026
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8 min
Succession Planning for Engineering Leaders
A 3-tier succession planning framework for engineering orgs, with a 90-day sprint for accelerating candidates from potential to ready. Based on succession plans built at 4 companies.
Engineering Leadership
Jun 29, 2026
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8 min
The CTO's Role in Product Development
The CTO's real job in product development isn't attending every meeting or making every technical call. It's connecting feasibility, viability, and capacity while letting EMs handle the day-to-day.
Engineering Leadership
Jun 22, 2026
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9 min
Remote Engineering Teams: What We Learned After 4 Years
Four years of data from a fully remote engineering team across 4 time zones. Specific metrics on productivity, retention, and onboarding with the frameworks that actually worked.
Engineering Leadership
Jun 15, 2026
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8 min
How to Handle Underperformance on an Engineering Team
A structured 30-60-90 day framework for handling engineering underperformance. Based on 14 real cases with a 64% success rate, starting with diagnosis before intervention.
Engineering Leadership
Jun 8, 2026
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9 min
Engineering Leadership Antipatterns: 7 Mistakes That Kill Teams
Seven leadership antipatterns that look reasonable on the surface but quietly destroy engineering teams. Each one includes specific signals, real failure stories, and the framework I use to correct it.
Engineering Leadership
Jun 2, 2026
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8 min
The Build vs Buy Decision Framework
Most build vs buy decisions rely on gut instinct and flawed spreadsheets. Here's a scored framework (CORE) I've used across 130+ decisions to consistently make the right call.
Engineering Leadership
May 28, 2026
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7 min
How to Run Architecture Reviews That Don't Waste Time
Most architecture reviews are theater. Here's a 4-step process with 4 mandatory questions that catches real problems before they reach production.
Engineering Leadership
May 25, 2026
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8 min
Managing Senior Engineers: Mistakes Every New VP Makes
Senior engineers leave managers who treat them like advanced ICs. Here are 7 mistakes new VPs make and the TRUST model to retain top talent.
Engineering Leadership
May 22, 2026
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8 min
Technical Strategy: Create One That Doesn't Gather Dust
Most technical strategy documents die in Confluence. Here's a 2-3 page format with 5 decisions max that engineers actually reference and follow.
Engineering Leadership
May 19, 2026
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8 min
Why Most Engineering Reorgs Fail
Most engineering reorgs are leadership failure disguised as structural change. Here's why they fail and the ORBIT checklist to do them right.
Engineering Leadership
May 16, 2026
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8 min
How to Evaluate Engineering Team Performance Without Gaming
Every metric will be gamed. Here's a three-layer evaluation system that measures delivery, decisions, and team health without creating perverse incentives.
Engineering Leadership
May 13, 2026
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8 min
The Engineering Manager's First 90 Days
A 90-day playbook for new engineering managers. Listen for 30 days, fix for 30 days, build for 30 days. With specific scripts and frameworks.
Engineering Leadership
May 10, 2026
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8 min
Making the Case for Technical Investment to Non-Technical Execs
Most technical investment pitches fail because engineers speak tech and execs speak business. Here's the RICE-T framework that wins budget.
Engineering Leadership
May 7, 2026
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8 min
How to Build Engineering Culture That Survives Hypergrowth
Engineering culture dies during hypergrowth unless you treat it as infrastructure. Here's the 4-Document Culture Kit that actually scales.
Engineering Leadership
May 4, 2026
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9 min
The CTO's Guide to AI Adoption Without Destroying Code Quality
A practical playbook for adopting AI coding tools without tanking code quality. Includes the PACE framework and specific quality gates.
Engineering Leadership