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Leaving a country is actually pretty hard.
As a native English speaker, Canada, New Zealand, Australia, Great Britain, and Ireland would all be easiest to adjust to. In that order of preference. I've lived in Germany for a year and a half, and would also feel comfortable in Germany, Austria and Switzerland, in that order. But living in a German speaking country would be harder. Then I'd throw the rest of Europe in there. Probably France before Italy and Spain. After that, I'd jump over to someplace cheap like Thailand.
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