Ps - great baldurs gate 2 ref in your username :)

This makes Florida your domicile, so no state income taxes (but, of course, you're paying Federal taxes regardless of where you reside in the world). The mail processor in question caters specifically to cruisers/yachties and RVers. Give the address to work and family, no one knows you're living the digital nomad life unless you share. Get a Schwab or Fidelity checking account for fee free ATM withdrawals globally, and a credit card with no foreign transaction fee.

I see how one could, in theory, easily get away with a fake residency while remote working, but sharing the same address with many others and posting about it online seems like asking for trouble.

It gets really weird if multiple states attempt to "claim" you - I believe there was a supreme court case regarding state income tax in such a scenario.

I once saw a sailboat named "Minsc", that had a dingy hanging off the stern named "Boo" but it was gone before I could snap a picture. Probably off to do butt kicking.

Leaving aside timezones, which you could adjust to if you wanted to, the real issue is that your employers can’t be sure it’s complying with Thai, Croatian, and Costa Rica law and doesn’t want to be the effort in to figure out how to be sure.

It's also why I've never taken a single document or line of source code from any company I've worked at.