The Pragmatic CTO
Allan MacGregor \ud83c\udde8\ud83c\udde6Hard-won lessons on scaling teams and technology from a CTO who's made the mistakes so you don't have to.
| Platform |  | Pricing | Freemium | Publishes | Daily |
|---|---|---|---|---|---|
| Issues | 29 | Founded | a year ago | Last Issue | 3 months ago |
| Active | |||||
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thepragmaticcto.comLatest Issues
An Update on ThePragmaticCTO
On July 21st, Substack announced its integration with PangramAI to try to combat AI generated writing or how Chris Best put "Fight against claudefishing". Now, it is no secret that I have used AI to different extents to research, write and...
The Culture Tax
No phrase has ever filled me with more dread or anxiety than hearing my CEO say "engineering is slow"---and I'm probably not alone in that feeling. So I did what most of us do: I optimized. Cycle times, sprint commitments, a shiny new engin...
Why Most Tech Acquisitions Destroy the Thing They Paid For
Over the years I had the opportunity to be part and/or watch several acquisitions; from both sides of the table. Getting acquired is considered a huge career milestone for founders and executives alike.
Even in the best scenarios and with...
When Tokens Become OKRs
The Boardroom Slide
Slides like this one are becoming commonplace in the boardroom. It is not satire, many organizations are chasing metrics over substance. In what I think is a futile attempt to quantify the impact of AI; and justify w...
AI Wrote the Code. Who Gets the Tax Credit?
Your AI Strategy Is Shrinking Your Tax Credit (Maybe)
Two SR&ED consultants look at the same developer, using the same AI tool, writing the same code. One says it qualifies for R&D tax credits. The other says it doesn't.
Leyton, one of...
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CTO & Engineering Leader ⚙️ | Building software teams across industries | Writing about pragmatic tech leadership
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