The AI Boss Blog
AI strategy from the CEO chair. No hype. No tutorials. Just what leaders need to know.
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September 2, 2026
The Buffet Crowd
Why the people who grew the company rarely want to fix it.
August 22, 2026
The Last Part of the Body Is You.
The Business Body, Part Six. The Brain.
August 19, 2026
Your AI Will Be Wrong. The Question Is What Catches It.
The Business Body, Part Five. The Immune System.
August 2, 2026
Even the AI Boss Does Not Take Her Own Advice Sometimes.
The Business Body, Part Four. The Central Nervous System.
July 25, 2026
Your AI Strategy Is a Gym Membership You Are Not Using.
The Business Body, Part Three. The Muscles.
July 20, 2026
Claude did my grocery shopping this week
July 18, 2026
Your Second Brain. The Context You Keep Retyping, Written Down Once.
The AI Boss Bonus. One Hour. Five Steps. No Technical Skills Required.
July 18, 2026
Your AI Does Not Know How You Think. That Is the Whole Problem.
The Business Body, Part Two. The Circulatory System.
June 23, 2026
Everyone Wants Beach Muscles. Nobody Thinks About Dense, Durable Bones.
The Business Body, Part One. The Skeleton.
June 13, 2026
Ten Teams Become Three
The AI Native Org series. Issue zero: the total overview.
May 28, 2026
What does SaaS have to do with Tulips? I am about to tell you...
May 19, 2026
Last month I wrote about the SaaSpocalypse
May 18, 2026
Your Company like a Body.
April 26, 2026
Software Isn't Dead. The Business Model is.
Why no AI product has replaced a single major incumbent, and what actually changed instead.
April 19, 2026
We Are Behind Again
And that is exactly how it should feel.
April 9, 2026
Don't Build Anything Yet
April 7, 2026
The Script Nobody Handed You
Every assumption you live under was written by someone else. AI is exposing all of them.
April 5, 2026
EXPLAINING THE SAASPOCALYPSE
Why the golden age of software is over and what it means for every business
March 31, 2026
I'm Challenging My Entire Team to Write Code. Yes, All of Them.
March 31, 2026
Your Team Is Siloed.
And you have to help them unsilo.