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The AI Rollout

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Everything we have published, newest first.

What I learned about AI on polar bear watch

What I learned about AI on polar bear watch

A year without the news cycle taught me something I tell every client about AI.

Nov 9, 2026

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4 min read

Your AI champions are a problem

Your AI champions are a problem

Your best AI users are building tools nobody agreed to maintain. Handing them to engineering has a cost, too.

Nov 1, 2026

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2 min read

The next AI at work won't need a prompt

The next AI at work won't need a prompt

An agent that notices what you dropped is the first kind of AI that could reach the employees who open it twice a week. The question headed your way is what to give it access to.

Oct 11, 2026

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4 min read

When robots make trying cheap

When robots make trying cheap

I'm willing to try more ideas when a failed experiment doesn't take my evening with it. Imagine that happening in the physical world.

Oct 4, 2026

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2 min read

What You See Is Not What You Get

What You See Is Not What You Get

Two of the oldest shortcuts for judging people are breaking at the same time.

Sep 28, 2026

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4 min read

Smart at what?

Smart at what?

We turn expertise in one field into authority over everything nearby.

Sep 21, 2026

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3 min read

Fear is the AI sales pitch now

Fear is the AI sales pitch now

I heard it building AI companies in 2010 and 2017. The forecasts keep changing. The confidence doesn't.

Sep 14, 2026

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6 min read

The wrappers will take the premium

The wrappers will take the premium

If model capability tops out, the frontier labs are racing toward a commodity. Wrappers take the premium.

Sep 6, 2026

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5 min read

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What's actually happening inside AI rollouts. What works, what stalls, and what it costs.

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