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The Pragmatic CTO

Allan MacGregor \ud83c\udde8\ud83c\udde6

Hard-won lessons on scaling teams and technology from a CTO who's made the mistakes so you don't have to.

Platform
Substack
PricingOnly free issuesPublishesDaily
Issues6SubscribersRead thepragmaticcto.substack.com

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Latest Issues

Recent posts by this newsletter. Browse the email archive.

The Promotion Disaster and What You Can Learn From It

The Peter Principle states that people rise to their level of incompetence. In theory, every engineering leader knows this. In practice, we ignore it when promoting people we like.

8 months ago
1
1

The Disappearing Junior Role: How AI is Choking the Talent Pipeline

I often joke that some of the best developers I've ever hired were accountants, line cooks, and even an historian. That's not entirely a joke—all of those examples are people who transitioned from those jobs into junior developer roles thro...

9 months ago
1
1

The AI Panic: What I'm Actually Worried About

Every CTO is being asked the same question:

9 months ago
3
2

How I Learned to Stop Fixing People and Start Supporting Them

Early in my career when I was making the transition from software engineering into leader and manager, I had a much more aggressive and opinionated view and approach to the role. One of the ways this manifested was in my approach to people—...

9 months ago
5
1

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Authors

The writers behind this newsletter.

  • Allan MacGregor \ud83c\udde8\ud83c\udde6

    CTO & Engineering Leader ⚙️ | Building software teams across industries | Writing about pragmatic tech leadership

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