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Tem42 comments on Post ridiculous munchkin ideas! - Less Wrong
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I don't mean to cut the party short, but living for years in a poor country is not as awesome as it sounds. What seems awesome instead is to go for poor countries for 6 to 8 months per year, and live with your parents or someone who loves you a lot in the other 4 months every year. I've met a Slovenian programmer who did that, knew 10 languages, worked in London for 4 months per year and seemed to have pretty much nailed the "maxing out on hedons" lifestyle.
Additionally, there are ways to get people to pay for your living costs in very poor countries. If you live in the US and are looking for a fun but not too easy early retirement, spending two years in the Peace Corps is not a bad way to go -- if you do want to spend a few extra thousand on living expenses it will go a lot further than it would in America, and if you just want to let your retirement funds gather a few years of additional interest you can do that. The PC does take married couples and loves people with college degrees and work experience. No kids, though.