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AI for Messy Jobs.

Weekly field notes on becoming a modern operator from inside $3M+ home service and subcontracting businesses.


THEMES

Durable Systems

Get the business out of your head and into systems your team can run, without making it generic.

Making AI Useful

Where AI and automations pay for itself in a business like yours, and where it doesn't.

Crew & Customers

The founder, the foreman, the longtime customers. Keeping the relationships that hold the business together.

Keep or Change?

The calls every owner of a built-the-hard-way business faces: what to systematize, what to modernize, and what to protect exactly as it was built.

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She hasn't paid herself in months

Crew & Customers

She hasn't paid herself in months

May 1, 2026

•

2 min read

4 Questions Before You Buy That Next Software

Durable Systems

4 Questions Before You Buy That Next Software

Apr 3, 2026

•

7 min read

We make cheeseburgers

Making AI Useful

We make cheeseburgers

Mar 6, 2026

•

2 min read

The midnight spreadsheet

Durable Systems

The midnight spreadsheet

Feb 13, 2026

•

1 min read


She hasn't paid herself in months

Being indispensable feels like the goal. It's the constraint.

May 1, 2026

•

2 min read

4 Questions Before You Buy That Next Software

88% of small businesses want AI. 45% don't know where to start.

Apr 3, 2026

•

7 min read

We make cheeseburgers

The Fed says nearly 40% of small businesses are already on AI. One operator's answer explains everyone who isn't.

Mar 6, 2026

•

2 min read

The midnight spreadsheet

A 54-location restaurant operator couldn't tell what he made on DoorDash last month. That's the moment I left big tech.

Feb 13, 2026

•

1 min read

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