The Pragmatic CTO

The Pragmatic CTO

Home
Podcast
Notes
Quick Takes
Archive
About
OpenAI Didn't Buy a Product. They Bought a Distribution Channel.
The Token Economics Behind the OpenClaw Acqui-Hire
Feb 16 • Allan MacGregor 🇨🇦
Lines of Code Are Back (And It's Worse Than Before)
The metric we killed is back, and AI made it worse
Feb 8 • Allan MacGregor 🇨🇦
AI Wrote the Code. Who Gets the Tax Credit?
Your AI Strategy Is Shrinking Your Tax Credit (Maybe)
Mar 9 • Allan MacGregor 🇨🇦
What to Measure When the CEO Asks for Engineering Metrics
How to make sure you are measuring the right things
Mar 2 • Allan MacGregor 🇨🇦
The AI-First Fallacy
When Branding Masquerades as Strategy
Feb 23 • Allan MacGregor 🇨🇦
Most Popular
View all
Lines of Code Are Back (And It's Worse Than Before)
Feb 8 • Allan MacGregor 🇨🇦
Your AI Pentester Found 1,000 Bugs. None of Them Were the One That Mattered.
Feb 12 • Allan MacGregor 🇨🇦
When AI Agents Write Your Code, Does Language Choice Matter?
Feb 17 • Allan MacGregor 🇨🇦
The AI Backlash Is Here
Jan 5 • Allan MacGregor 🇨🇦

Recent posts

View all
No Vibes Allowed: Context Engineering for Real Codebases
Context engineering as discipline
Feb 20 • Allan MacGregor 🇨🇦
The Software Factory: When No Human Writes or Reviews the Code
StrongDM's radical experiment with AI-generated code
Feb 18 • Allan MacGregor 🇨🇦
When AI Agents Write Your Code, Does Language Choice Matter?
Programming languages in the AI era
Feb 17 • Allan MacGregor 🇨🇦
Rise of the Citizen Coder: The Other Side of the Agentic Revolution
Part II — Death of a Craftsman
Feb 16 • Allan MacGregor 🇨🇦
Shielding the Team Doesn't Mean Silence
You didn't shield too much. You communicated too little.
Feb 14 • Allan MacGregor 🇨🇦
The OpenClaw Gold Rush
When the Wrapper Economy Outruns the Security Response
Feb 13 • Allan MacGregor 🇨🇦
Top posts
Lines of Code Are Back (And It's Worse Than Before)
Feb 8 • Allan MacGregor 🇨🇦
Your AI Pentester Found 1,000 Bugs. None of Them Were the One That Mattered.
Feb 12 • Allan MacGregor 🇨🇦
When AI Agents Write Your Code, Does Language Choice Matter?
Feb 17 • Allan MacGregor 🇨🇦
The AI Backlash Is Here
Jan 5 • Allan MacGregor 🇨🇦
Code Review Is the Bottleneck
Feb 11 • Allan MacGregor 🇨🇦
© 2026 Allan MacGregor 🇨🇦 · Privacy ∙ Terms ∙ Collection notice
Start your SubstackGet the app
Substack is the home for great culture