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Field notes from building The Wheel: what AI is actually like as a partner, what breaks, and why the record should be yours.

August 3, 2026

I’m the Person Who Reads the Terms

Nobody reads the terms. I read the terms. Lately I’ve been redlining my own lawyers’ redlines.

July 30, 2026

Let’s Talk About CI/CD, Baby

People ask how I let AI agents write production code. The same way you let a toddler loose in a living room. You don’t watch harder. You proof the house.

July 20, 2026

The Model Took You at Your Word

The model checked anyway, then quoted a message I never sent to justify it.

June 9, 2026

Own the Record Before AI Work Spreads

Your context feels organized enough in a vendor’s memory, right up until the day you want to leave.

April 7, 2026

You Have to Have an Opinion

The kids don’t care which cereal. Until the wrong one is poured. Opting out of AI decisions works the same way.

April 1, 2026

The Hardest Part of AI Is Shutting Up

Ask an AI anything and it answers. Fluently, confidently, even when the honest response is “I need one more piece.”

March 27, 2026

Pick a Model. Any Model.

Seven different AI jobs, one recurring lesson: the obvious model keeps being the wrong one.

March 23, 2026

Privacy Is Not Protection

We’re still working off an 1890 definition of privacy, and it was never really about hiding.

March 19, 2026

Debugging With AI Is Still a Human Process

The AI ran the traces. Every decision that actually found the bug was human.

March 18, 2026

Small Things Can Look Catastrophic

The dullest kind of testing: same onboarding, same questions, again and again. Then one answer looked like a breach.

March 10, 2026

Every Pixel Is a Decision You Made Alone

No designer, no PM, no researcher. Every button label and empty state came down to one person.

March 3, 2026

The Unsolved Search

Real intelligence over truly private data meant crossing four fields that don’t talk to each other, and one episode of Doctor Who.

February 19, 2026

You Can’t Skip the Failures

The chat system was rebuilt five times. The encryption layer was thrown away entirely. That’s the point.

February 15, 2026

AI Raises the Floor

Four and a half months of building solo, and the flaw that mattered was caught by a human feeling that something was wrong.