Using Thailand as the landing spot on your US exit is a good move @mrwalt. Spent a few years around Thailand myself recently, and the ONLY complaint if you can call it that is the dang visa rules as you mention. It's a real issue, but really not that bad in the overall scheme of things.
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@sandstorm I look forward to following in your footsteps in terms of taking that first step out of the US (hopefully to not return for sometime at least for a while). Most people do not ever even leave their state, so it will be a change but one that I'm looking forward to and yes the visa rules in Thailand appear to be the biggest drawback about the country.
Cheers man, you'll be loving it. and the visa 'thing' in TH really isn't too much of a drawback, as it allowed me to visit Laos on a few occasions and also to dive into new experiences I never would have otherwise had.
Stepping out of comfort zones is hard to do, but once you commit to it as you have, the world is at your fingertips.
@sandstorm I really appreciate your feedback and I'm definitely ready for a few changes in my life.