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JL
Definitely give strong consideration to extended travel. I've been a full-time traveler's while working remotely since the end of last year, and it's been incredible. I've found that my productivity is higher (both in writing and development), and I haven't been bored in months.
Plus, it's cheaper. I built a calculator to compare costs of living here: http://lengstorf.com/cost-of-living/
If you've got the freedom, and you've got any interest in travel, you won't regret it.
I'm happy to talk to you about the steps I went through and to help with any questions you might have. Let me know.
Good luck!
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