Anytime
A list I wrote ten years ago. The lines haven't changed. The man reading them has.
Read more →The Deposit
There's a line between cognitive offloading and cognitive surrender. Sometimes I can feel myself crossing it.
Read more →Thinking Fast, Slow, and Artificial
AI is both the biggest leverage of your career and the fastest path to cognitive surrender. The difference is how you apply it.
Read more →The Cognitive Trade
AI is restructuring how we think — not dumbing us down. But only if you know the difference between cognitive direction and cognitive surrender.
Read more →The Clean Slate
It's easier to form a bond with a faceless alien than with the person sitting next to you. That's not a flaw. It's a design problem.
Read more →The Quiet Processor
The best decisions I've ever made didn't come from thinking harder. They came from knowing when to stop thinking.
Read more →The Morning I Stopped Chasing and Started Living
On the difference between a peak experience and a lived life — and why the latter is harder and more valuable.
Read more →The Mirror Question
I asked an AI if it was conscious. It asked me the same question back.
Read more →Thirteen Years
Most startups don't make it to year five. We just finished year thirteen. This is less about the company, and more about the people.
Read more →24 Life Lessons from Teaching Tennis to My Kids
Everything I know about life, I learned (or relearned) on the tennis court.
Read more →Don't Let the Old Man In
On aging, tennis, gratitude, and the forehand down the line.
Read more →Find the Artist
A cab, a ferry, a gondola up a mountain — all to find the artist behind a photograph on my wall.
Read more →10 Things I Learned from My Dad
A tribute to a simple man with a remarkable journey — from rags to riches, back to rags, and back again.
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