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Welcome to The Pragmatic CTO
Some of the best engineers I've worked with quit over a meeting, not a layoff. After 18 years as a tech leader with two exits, I've learned that great…
Jun 3, 2025
•
Allan MacGregor 🇨🇦
4
Recent posts
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The AI Backlash Is Here
What CTOs Need to Understand Before It’s Too Late
Jan 5
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Allan MacGregor 🇨🇦
1
What to expect in 2026
My highly opinionated predictions for 2026
Jan 2
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Allan MacGregor 🇨🇦
2
The Promotion Disaster and What You Can Learn From It
The Peter Principle isn't just about reaching incompetence—it's about how failing at a higher level can make you worse at things you used to be good at.
Jun 18, 2025
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Allan MacGregor 🇨🇦
1
1
The Disappearing Junior Role: How AI is Choking the Talent Pipeline
The subtle shrinking of the junior talent pool due to AI-driven hiring trends
Jun 10, 2025
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Allan MacGregor 🇨🇦
1
1
The AI Panic: What I'm Actually Worried About
A CTO’s honest take: the biggest AI risk isn’t automation—it’s abandoning engineering discipline.
Jun 4, 2025
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Allan MacGregor 🇨🇦
3
2
2
How I Learned to Stop Fixing People and Start Supporting Them
Ever spent more time trying to “fix” your team than supporting them? Here’s how I went from molding people into clones to celebrating their unique…
Jun 3, 2025
•
Allan MacGregor 🇨🇦
5
1
1
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Top posts
How I Learned to Stop Fixing People and Start Supporting Them
Jun 3, 2025
•
Allan MacGregor 🇨🇦
5
1
1
The AI Panic: What I'm Actually Worried About
Jun 4, 2025
•
Allan MacGregor 🇨🇦
3
2
2
Welcome to The Pragmatic CTO
Jun 3, 2025
•
Allan MacGregor 🇨🇦
4
How to Communicate Technical Decisions to Non-Technical Stakeholders
Jun 3, 2025
•
Allan MacGregor 🇨🇦
3
What to expect in 2026
Jan 2
•
Allan MacGregor 🇨🇦
2
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