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Colombia offers a digital nomad visa with a low barrier (only like $800+/month income needed) and a lot of poker players like Medellin and there are some other quality cities. Probably requires a decent level of Spanish and is getting a bit more dangerous lately
Colombia's digital nomad visa isn't that good.
It's only 6 months just like a tourist visa (3 months and then you renew for 3 months).
Mexico has a pretty easy to get residency visa that's easy as a US citizen. You just have to show like $1200/month in income or something, or some big amount in your bank account and go to a Mexican Embassy in the US.
Thailand would be a cool spot to stay. There's a lot of countries that give out business visas that last 3+ years if you have like $20k or $200k depending on the country. But yeah what FossilKid said, you're gonna be hopping out of countries every 6 months otherwise. Just pick whatever country you like
I'm living in Colombia now paying like $550/month for a high rise apartment and planning on staying there till 2024. I'd like to stay in Japan, Vietnam, or China though just to see something different. Impossible to know if you prefer the high income of USA, or having a gf that works in Japan