The Pragmatic CTO

The Pragmatic CTO

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February 2026

The AI-First Fallacy
When Branding Masquerades as Strategy
 • Allan MacGregor 🇨🇦
No Vibes Allowed: Context Engineering for Real Codebases
Context engineering as discipline
 • Allan MacGregor 🇨🇦
The Software Factory: When No Human Writes or Reviews the Code
StrongDM's radical experiment with AI-generated code
 • Allan MacGregor 🇨🇦
When AI Agents Write Your Code, Does Language Choice Matter?
Programming languages in the AI era
 • Allan MacGregor 🇨🇦
OpenAI Didn't Buy a Product. They Bought a Distribution Channel.
The Token Economics Behind the OpenClaw Acqui-Hire
 • Allan MacGregor 🇨🇦
Rise of the Citizen Coder: The Other Side of the Agentic Revolution
Part II — Death of a Craftsman
 • Allan MacGregor 🇨🇦
Shielding the Team Doesn't Mean Silence
You didn't shield too much. You communicated too little.
 • Allan MacGregor 🇨🇦
The OpenClaw Gold Rush
When the Wrapper Economy Outruns the Security Response
 • Allan MacGregor 🇨🇦
The Hello World Test: What Claude's C Compiler Actually Tells Us About AI Coding
Benchmarks reward the appearance of capability. Production rewards the reality of it.
 • Allan MacGregor 🇨🇦
Your AI Pentester Found 1,000 Bugs. None of Them Were the One That Mattered.
The gap between 'faster at finding XSS' and 'can replace a human pentester' is enormous — and the industry is conflating the two.
 • Allan MacGregor 🇨🇦
The OpenClaw Saga
What the Fastest-Growing AI Agent Teaches Us About Security We Don't Have
 • Allan MacGregor 🇨🇦
© 2026 Allan MacGregor 🇨🇦 · Privacy ∙ Terms ∙ Collection notice
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