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November 10, 20263 min read

280 Claude Sessions in 30 Days, and I Don't Code

A real estate broker with no coding background on 280 Claude sessions in 30 days, the tools he built instead of buying, and where to start if you tried AI once and quit.

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Three years ago I opened Make.com and barely understood what I was looking at. I dragged boxes around and hoped something connected. In the last 30 days I had about 280 working sessions with Claude, and a lot of what runs my business now started as me describing what I needed.

I'm a real estate broker. I've been running businesses for more than 30 years. I'm not an engineer and I won't pretend to be one.

The old way

You need a program. You go find a site, sign up, learn it, put in a card, and then you bend your business around how somebody else decided it should work. Do that for every small job in a small business and you end up with a stack of subscriptions that each do most of what you wanted, and none of them talk to each other.

What I build now

A few things that came out of those conversations this year.

I didn't want to pay for a workout app, so I built my own. I replaced my scheduling subscription with my own booking page. I needed to unlock a PDF without uploading a client document to some random website, so I made a small app that does it right on my laptop. My inbox gets sorted before I wake up by an assistant I built, and I still decide what goes out. Last week I canceled a graphics subscription and started rebuilding those templates myself.

My wife uses it to write books.

None of that needed a developer. It needed me to sit down and have the conversation.

If you tried it once and quit

That's okay. A lot of people I talk to tried an AI tool once, got a strange answer and decided it wasn't for them. Three years ago I was right there.

Start with one task that annoys you every week. Describe it the way you'd explain it to a new assistant: what comes in, what you do with it, what done looks like. Then go back and forth until it works. That back and forth is the skill.

Not loyal to a brand

I sincerely believe this is how small businesses will run. Right now Claude is the best tool for how I work. If that changes, I'll switch, and everything I learned comes with me. Describing a problem clearly works with any of them.

What's one program you pay for every month that you wish just worked the way you do?

Sources

  • Session count: my own Claude Code session logs, 279 sessions active between October 10 and November 9, 2026. It does not include chats on claude.ai, so the real number is higher.
  • Everything else here is my own setup.
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    Tony Self

    AI strategist, speaker, and consultant helping enterprises deploy AI without the risk. Decades of experience in real estate and technology.