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Thanks, I'll add it now. It's a legal gray area for sure and it will take some time for the law to catch up on the reality that many more of us will start traveling and working from different places.

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Customs and immigrations everywhere provide official processes people can follow for living and working in a country. Enforcing this stuff happens on a country-by-country basis and detecting it can be slow and difficult or not even close to a priority but that does not make it a gray area. Here in Costa Rica they've made many steps in the last few years to address "perpetual tourism", it used to be easy to live here on renewable tourist visas and many people took advantage of that.

http://blog.therealcostarica.com/2009/08/13/the-new-costa-ri...

As in your example, I don't see the situation as the law playing 'catch-up'. At least not in the sense that Nomads wish - which is legality.

It's more likely that Thailand will continue to tighten the tourist visa rules in order to prevent people staying more than a few months.

People should remember that Thailand is protectionist, xenophobic and cares very little of it's foreign population.

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