I'm doing this now(1), almost 300 days into it. Currently have lived in 13 countries(2). I work as I travel so haven't done too many crazy places, but definitely have learned a lot of things I would do differently now. Finishing this in October, going to be a long story to share. Was worth every single stress-minute.

[1] - http://juokaz.com/blog/living-homeless.html [2] - https://twitter.com/juokaz/status/348036931214524416