Year 3: fewer subscribers, better newsletter

What changed, what I cut, and what's in the machine room. Plus: help me build year 4.

Write your own permission slip

Forty years of experiments, and a four-box test for an easy win

812 lawyers and counting

The work got free. The responsibility didn’t.

Nobody hires a calculator

A billionaire admitted a machine wrote his op-ed. The reaction tells you where the value moved.

AI update - Q3 2026

Chatbots answer. Agents act. That’s the whole story.

We built AI governance before AI needed governing

An old friend called about blockchain. I told him I'd moved on. Then I spent the morning realizing I hadn't.

The autopilot did its job. That's what killed them.

What a 2009 plane crash can teach late-career professionals about handing judgment to AI.

Don't Fund the Bubble.

Most of what's happening is garbage. The infrastructure underneath it isn't.

Design was always a Business Result

Pretty got commoditized. Then usability. Here's where the value goes next.

Drucker solved this in 1966

Drucker got the diagnosis right sixty years ago. The cure showed up last year.

Old folks rule (the data agrees)

AI has made your experience worth more — not less.

Technology is always the commodity

350 veteran engineers, one JD Power ranking, and the thing AI still can't do.

Don't quit your day job. Use it.

How to launch your second act without blowing anything up

AI Didn't Fix the Bozos

The 2026 update on innovation — and why your experience is worth more, not less

Almost nobody uses AI

ChatGPT just hit 900 million weekly users. The math is more interesting than the headline.

Your agency of one

How to build a screen porch side hustle

Nobody Saw This Coming

(Except the People Who Did)

Mastery is in high demand

Experience and judgement are exactly what the AI economy needs

AI Won't Replace You. But a 28-Year-Old Using AI Might.

Eat your own dog food

AI agent projects you can build this weekend

The Minimum Viable Exit (part 2)

The 6-Month Exit Timeline (No Fluff Edition)

The Minimum Viable Exit (part 1)

AI acceleration has also sped up your departure time

How to win when everyone has AI

Build your moat

Free to start

The tools continue to be more powerful and less expensive

The power of one

AI agents to improve whatever you're doing