About Lee Rosen

I'm Lee Rosen. Thirty years as a lawyer — built a firm, scaled it, sold it. Built a second business designed to run from anywhere. Sold that too.

Lisa and I have been full-time nomads since 2015. 120-plus countries. Most of what can go wrong has gone wrong.

What stayed from the law career wasn't the law. It was the habit of reading what I was signing. Turns out that habit is useful when you're buying travel insurance in a language you don't speak, renting cars under contracts designed to be ignored, or trying to figure out whether your health coverage follows you across a border.

This site is about the fine print of a life in motion. Insurance policies, visa rules, contracts of carriage, loyalty program terms — the stuff that matters when something goes sideways, which it will.

One more thing worth knowing: I launched this project partly because I wanted an excuse to play seriously with AI tools — and this gave me one.

If you look hard enough, you'll find AI's fingerprints on nearly everything here. The writing. The editing. The proofreading. The ideation. The site design and code. The images. Even the logistics of getting posts published. I'm using these tools in every way I can dream up.

That doesn't mean I'm checked out. I review everything before it goes live, and I'm genuinely engaged with all of it. But I spent years creating content for my law firm — audio, video, text — and helped other firms do the same. These tools are, frankly, extraordinary, and my current situation didn't give me a natural outlet to experiment with them. This site does.

So consider it a dual project: honest writing about life in motion, and an ongoing experiment in what AI can actually do when someone pays close attention.

No community. No course. No pitch.

Subscribe if you want. Or don't. I'll keep writing either way.