What I’ve Learned
Ten important ideas I keep having to relearn, sixty years in.
People Stuff
Building companies is mostly a people problem, as I've learned the hard way. I write about the relationships, emotional drivers, and leadership challenges that determine whether startups win, and how those things are being rewritten in the age of AI.
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Latest posts
Everybody Codes. Nobody Reads.
We spent twenty years worried only a small fraction of people wrote software. We’re about to find out what happens when only a small fraction of people read.
You Can’t Measure What Really Matters
The instrumented self, AI at work, and the difference between living longer and living better.
I Turned My Positioning Workshop Into a Skill You Can Steal
Five years ago I wrote the framework down because I was sick of running the workshop. Now Claude runs it for you — free, at 2am, and it won’t let you skip the hard part.
Where Ambition Goes to Die
A week in Galway, and a preview of what’s left when the machines take the rest.
You’re Still Talking to a Person
Companies don’t buy things, and for now neither does AI. People do, and what moves them is a story.
Meet My Editor
Smart people don't use AI as a crutch to replace their writing; they use it as a partner to help make it better.
Why Would They Buy You?
AI is making “build” a lot cheaper than “buy.” That’s a problem for every startup, and the business model that funds them.
We Talk About AI Like It’s the Weather
We’re not watching the storm. We’re seeding it.
My Son Thinks AI Is for Cheaters. He’s Half Right.
A generation booed AI off the commencement stage this spring. They’re right to be afraid, but wrong about what to do about it.