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Lee Rosen

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11 Years as a Digital Nomad Lawyer

11 Years as a Digital Nomad Lawyer

Eleven years in. We sold the company, lit out for the gate, and spent a year finding out what's left when you keep subtracting: tigers in the rain, jets over Okinawa, a funeral and a kid waiting at a Bangkok gate thirty-eight hours later.

Forensic extraction device connected to a smartphone at a border inspection station

They Can Search Your Phone at the Border. Here's What That Actually Means.

Hong Kong passed a law making it a crime to refuse to hand over your device password at the border. The U.S. hasn't gone that far — yet. What border agents can actually do with your phone, and what you can do about it.

An empty pastry shop at closing time

The Non-Goodbye

After eleven years of leaving places and people, Lisa and I understand something about goodbyes that most people don't have to think about. They're permanent. We just don't say so.

Medical helicopter idle on a Middle Eastern rooftop at golden hour

Your Evacuation Membership Doesn't Go Where You're Going

You bought the evacuation membership. You assumed it travels with you. It doesn't — and the line it won't cross is drawn by the State Department, not by actual danger.

ATM machines on a wet European street at night

Get Some Cash: ATMs, Foreign Banks, and the Cards That Beat Them

Foreign ATMs want to charge you. Foreign banks want to charge you. Your own bank wants to charge you. With the right cards, all three charges go to zero. Here's the setup that actually works.

Empty airplane cabin window seat at night, city glow on the horizon

The Fuel Crisis Is Real. Fly Anyway.

150,000 flights cut. Spirit's dead. Fares up 19%. The EU just blocked airlines from using fuel prices as a compensation dodge. Here's what it actually costs you — and what it doesn't.

A Medicare card in a travel wallet beside an espresso on a café table

The Medicare Stack

Medicare decisions are confusing enough when you live in one place. When you've left the US and have no intention of going back full-time, the choices get weirder. Here's my full stack — what I chose, what I rejected, and where I'm still uncertain.