I’m an American who has lived abroad (The UK) since 1997. I’ve watched the digital nomad thing emerge and evolve. It’s largely bogus.
Almost all proponents only mention the pluses — work remotely, from the beach even! See different countries! Travel! Yoga on the beach! Clubbing! Breakfast on balconies — but they don’t mention the downsides, which are legion.
The simple fact is the world is becoming more hostile to rich (in local terms) foreigners who swoop in and insist they can live their North American lifestyle in INSERT LUCKY NATION’S NAME HERE. We’re increasingly seeing reports of locals protesting what they call “invasions” of these individuals who, simply put, travel poorly.
Also these same governments are becoming savvy about how much they are missing in taxes, hence the rise of the mostly bogus “Digital Nomad Visas” which yes, allow you live and work and pay taxes, legally but no, almost always DO NOT lead to permanent residence. In other words, when they are tired of the Digital Nomads the Digital Nomads are leaving.
I’ve written a couple articles to help Americans, in particular, understand how to adapt quickly and what their US tax obligations while living abroad are. Hint: they don’t “stop” while you’re outside America.
You haven't "discovered" a tax free lifestyle. You're just creating a problem for your future self. A potentially very expensive problem.
https://medium.com/@dacoker/american-moving-abroad-9d662cb5ee03
https://medium.com/@dacoker/american-moving-abroad-fd40d5735688