Articles

Notes on transformation,
specification, and the immune system.

Direct, opinionated writing for CEOs navigating AI transformation. Published here in full — the canonical versions.


AI transformation The Corporate Immune System Is Killing Your AI Transformation The biggest threat to your AI strategy isn't the technology. It's the 50 reasons your organization will find not to change. 11 August 2026 · 8 min read AI transformation The Foundation Gap: Why Your AI Agents Don't Know What Your Company Values The most dangerous AI failure isn't disobedience — it's perfect execution of the wrong intent. 4 August 2026 · 8 min read AI transformation From Prompt Templates to Playbook OS: The Scaling Problem Nobody Talks About Structured prompts are a genuine step forward. They're also a ceiling you'll hit faster than you think. 28 July 2026 · 7 min read AI transformation Dan Shapiro's 5 Levels of Vibe Coding (and the Level 6 That Hits Every Job) Dan Shapiro's 5 Levels of Vibe Coding (and the Level 6 That Hits Every Job) 21 July 2026 · 7 min read AI transformation 20x Companies: How 5 Engineers Beat Teams of 100 The leanest companies in the world aren't cutting costs. They're multiplying what each person can do. 14 July 2026 · 7 min read AI transformation The J-Curve: Why AI Is Making Your Team Slower (And Why That's Temporary) Experienced developers are 19% slower with AI tools — while believing they're 24% faster. This gap explains everything about where we are right now. 7 July 2026 · 6 min read AI transformation The Specification Bottleneck: Why Your AI Strategy Is Failing Amazon built a tool that slows developers down. That tells you everything about where value is moving. 30 June 2026 · 7 min read AI transformation What Intelligence Analysts Know About AI That Executives Don't The most dangerous failure in AI isn't the machine that disobeys. It's the machine that executes a bad specification flawlessly. 23 June 2026 · 6 min read

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