What a way to live a life as a American citizen or and citizen anywhere for that matter. Still great info and advice but at a certian point moving to a less oppressive country seems to make more sense. But where? Puerto Rico? Malta? PH?
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Puerto Rico is part of the United States. Seems like mostly he wanted to avoid corporate surveillance like Google and individuals finding/tracking him, and that doesn't matter what country you are in. The point of the exercise was to get off the surveillance grid and live where he wanted to live and still be able to use all the technology but without being tracked. I'm not sure what oppression he was subjected to.
I've been researching this answer for years, and so far the best option I have found is Paraguay. There's a good reason the Bush family bought a huge plot of land there... 10% tax rates, good gun laws, forest (sustained life) and mountains (fresh water), etc.