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What Percent of This Is You?

Everything's AI-written now. The question is what fraction of the thinking is yours.

My Mom's Will Has Unit Tests

Estate planning now runs through a build pipeline with a test suite. I did not see that coming.

Loop Engineering Explained With a Non-Coding Example

Learning loop engineering on a non-coding problem: two AI agents that don't share context, looping until they stop finding problems with my estate plan.

Stop Refreshing the Camp Blog

The camp photo blog soothes our anxiety and quietly takes the one thing camp is supposed to give kids: a month that belongs entirely to them.

Gabi is a Boy

SuperDuper called my son 'her.' The fix is one word. In 2026, even that word is political.

Building 'Is It Christmas' in 2026

484 AI agents. 16 million tokens. Turns out today is not Christmas.

Everything Is Fixable Now

With AI coding agents, the backlog of fixes you walk around with in your head is a backlog you can clear.

Just one more prompt...

Claude Code gives me a constant stream of dopamine hits but also FOMO, guilt, and anxiety.

Did I even write that last post?

For those of you who'd rather read the input tokens than the output tokens, here's the prompt behind the last post.

Welcome to Cinderhall

Steve Yegge built Gas Town. I built a kingdom on top of it, complete with a state religion, a succession crisis, and a slow-rolling palace coup.

The medium is the motherfucking message

Why we made SuperDuper an app like it was 2018.

A Crayon Drawing, Five Kids, and a Minivan

No product survives first contact with real users.

Balancing on Two Legs of the Lethal Trifecta

Why SuperDuper doesn't (yet!) fill out the camp registration forms.

AI Image Gen = I Could Do That + Yeah, But You Didn't

'You used AI for that' is the 2026 version of 'you used Photoshop for that.' Both miss the same thing.

We Used to Know When to Stop

In the old world, the 9pm cliff forced us to stop. That cliff is gone.

Bring Your Weirdest Idea to the Maker Faire

Kids walk up, describe their wildest change, and Claude Code rewrites the game's source on the spot.

AI Removed All the Tedium. So Why Am I So Exhausted?

I am more productive than I have ever been in my career. And I am more mentally exhausted than ever. Am I doing it right?

The SaaSpocalypse Already Happened (To Us)

The SaaSpocalypse is not coming for the enterprise giants. But it already happened to us.

The PM Who Stopped Submitting PRs

People call this empowerment and velocity but it's actually a detractor and net negative for the team.

Stop Calling Yourself an AI Startup

It's 2026. We know.

Should You Major in Computer Science in the Age of AI?

I failed my first computer science exam. Not 'didn't do great.' Failed. It was the best lessons I ever learned.

Introducing SuperDuper

Because parenting doesn't have to be this hard.

I Was Wrong About LLM Writing

I spent two years treating all LLM writing as slop. Turns out there's a crucial distinction between using AI as a microwave burrito and using it as a compiler for your own hard-won thinking.

The Blinking Cursor

We launched Teammates to create virtual colleagues that actually understood you. The hard truth: 9 out of 10 just sat there.

How to Protect Yourself Online (2026 Edition)

Every year I write an updated guide for friends and family who want a New Year's Resolution that might actually stick. Here's my latest for 2026.

The Stein Family Pet Naming Tradition: A Comprehensive History

Our dog is named Matzah Ball Soup. Before him, our beagle was named Kugel. The hamsters were Falafel and Babka. Our family has been naming pets after Jewish foods since the shtetl.

Sisyphus Only Had One Boulder (I Have Four)

I love a clean house. My family is the opposite. One day I'll win. Or will I?

How to Make Your Blog AI Agent-Friendly (And Why You Should)

I added two lines to my blog's HTML header. Those two lines enabled AI agents to read my blog posts directly—not just humans with browsers anymore.

Everyone Says They Can Spot AI Writing—Can You? 🤔

I built a collaborative team of copywriters that run inside Claude Code (what?!) that automate my writing process--without sounding like an LLM

On Approaching 50 with Hot Pink Hair

Nine months ago, I walked into a hair salon and asked for hot pink hair. I get lots of questions. This answers some of them.

We Let Our AI Deploy Itself to Production (And Accidentally Created Your Next Favorite Pixar Character)

Our staging server writes poetry, calls me 'Skipper', and wants a promotion. Let me explain.