HeyJaredSudo Make Me a CTO
Opinionated insights and tips for leaders in technology, from a former CTO turned consultant, author and luddite.
- Indexed issues, last 90 days
- 4
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- Sep 9, 2026
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- Jul 8, 2026
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📚 Books I Read in July and August 2026 (opens the original)
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For those who might be wondering, yes, I'm still alive. I've taken a bit of a long break during the summer, combined with an unusually busy late-summer period. All this to say that I've been too busy to write anything during August.But here I am, back with the July/August edition of the books I read last month!This is a long list, so please bear with me.As a reminder, all links in this issue will point to t
Something Big Is Happening #4 (opens the original)
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Hello everyone, and welcome to another issue of our Something Big Is Happening series. As a reminder, these are premium posts reserved for paying subscribers. All articles in the Something Big Is Happening series1 are for supporting subscribers who have opted in for the paid tier. Thanks to all of you, I’m able
How to expand your horizons during this summer (opens the original)
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Hello everyone,We're in the middle of the summer holiday season for those of us in the Northern Hemisphere. That means two things:We're all taking more time off, including me.We can use some of that time off to expand our horizons by discovering new sources of information and education.Th
How exactly is doing more AI going to make it better? (opens the original)
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I recently read a couple of very interesting articles by Charity Majors that struck a few chords and left me with a feeling of unease.Both articles are extremely well written. They sound convincing. The supporting arguments feel solid. Yet, I couldn't help but feel unconvinced. They reminded me of the familiar feeling I have when I read AI-generated text: it sounds correct, but something feels off.As I reread bot
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