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I Fired Myself From Refreshing Upwork
Automation

I Fired Myself From Refreshing Upwork

Published on: 10/09/2026

We land good jobs on Upwork. The problem is Upwork is a speed-to-lead game, so landing them meant sitting in front of a screen for hours hitting refresh, and if you missed a post by a few minutes you'd already lost. Then Upwork released an MCP server, I plugged my AI assistant into it, and now he watches the feed, writes the proposal, and texts me. Six hours of staring became ten minutes of reviewing. Here's how, and why it barely costs anything.

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The Whole Company Started as a Sketch on a Piece of Paper
Founder Lessons

The Whole Company Started as a Sketch on a Piece of Paper

Published on: 10/09/2026

I found the original drawing. Six boxes, a crossed-out word, no name for the thing. It was an internal tool I built because posting photos to social media was a pain, held together by a HighLevel form, a Zapier endpoint, and middleware I can't explain. Eighteen months later it's business number four, a platform I own, and a client who just broke a million. The journey of a thousand miles really does begin with one ugly step.

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My Client Just Broke a Million. This Is the Part of the Job Nobody Talks About.
Founder Lessons

My Client Just Broke a Million. This Is the Part of the Job Nobody Talks About.

Published on: 10/09/2026

One of my clients runs a cabinet shop in Florida. He'd never cracked a million dollars in his life. This morning he called and said he's breaking it this month, and the $1.3M pace I wrote about might actually be low. I'm paid well for this, so I'm not going to pretend it's charity. But there's something deeply satisfying about a system you built with your own hands changing a real person's life, and I think that feeling is pointing at something true about what a gift is for.

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The Other Seat That Just Got Valuable: The One Holding the Compass
Hot Takes

The Other Seat That Just Got Valuable: The One Holding the Compass

Published on: 10/09/2026

I argued the CTO just became the most valuable seat in the building. Here's the other one, and I'd rather be honest about it than self-serving: the visionary. AI strips out the bureaucracy, the headcount, and the delay that used to kill good ideas on the way down the org chart. What's left is a very fast machine that will build absolutely anything, including nonsense. Somebody still has to point.

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