The cure for delusion

Heard something on the podcast “The Unscheduled CEO” that stuck.

Delusion comes from thinking. Not from doing.

As long as you’re just imagining the game you’ll build. The service you’ll launch. The thing you’ll create someday. You’re delusional.

But the moment you start, you become reasonable.

Not because the idea is better. Because you’re now in contact with reality. You’re getting feedback. You’re adjusting.

Waiting for someone else

A pattern I keep seeing.

People assume things will progress without them. Even when they’re the customer. Even when they’re the biggest stakeholder.

Waiting for the vendor to reach out. Waiting for the project to move. Waiting for someone to ask what they need.

But you’re the one who needs this. You’re the one with skin in the game.

Nobody will push harder than you. If you don’t push at all, nothing happens.

From my pocket

Showed an old friend something yesterday. Pulled out my phone. Changed a feature on a live website while he watched.

Claude Code wrote the code. Made a pull request. I tested it. We shipped it.

All from my pocket. Maybe two minutes.

He went quiet for a second. Then he said: “I just hope my job is around until retirement.”

I didn’t know what to say to that.

Don't do their work

Three years into leading AI transformation. I know the shortcuts. I see the faster path.

The temptation is real. Just do it yourself. Skip the fumbling. Ship it.

But that’s not transformation. That’s you doing stuff while others watch.

They need to do. They need to struggle a bit. They need to build the muscle.

You can show. You can lead. You can clear obstacles.

You cannot do their reps for them.

The loudness war

I’ve been thinking lately about self-regulation and how it’s sometimes impossible for a group to self-regulate. Currently it’s the AI race in regards to using any available content to train models, legal or illegal.

In the mid-2000s people took soundbites from a game to piece together a better Metallica album because their own release was just the loudness war turned to eleven.

The loudness war was a war where everyone lost. Artists got albums so crushed that fans had to fix them.

Then streaming platforms normalized everything to the same volume. The arms race became pointless overnight. An algorithm changed the incentive structure.

Self-regulation fails when defection is the only rational move. Right now AI companies are in their own loudness war. Train on everything. Legal or not. Because if you don’t, your competitor will.

The question is what external force changes the game this time.

What gut estimates are actually for

Gut estimates aren’t for planning. They reveal when developers are picturing completely different solutions. And they give stakeholders enough to decide if something’s worth pursuing.

Critical creators of agile

A thing to remember about agile and the Agile Manifesto is that many of the 17 people who wrote it have become openly critical of how it’s been implemented.

The idea of the manifesto was to start conversations not to end them.

Framing impossible

When something seems obviously impossible, check whether that’s because of the thing itself or because of how you’ve framed the question.​​​​​​​​​​​​​​​​