You can get away with this twice. Once you hit 180 days in the last year you'll face some probing questions as to exactly what you're doing, and you better have

You can get away with this twice. Once you hit 180 days in the last year you'll face some probing questions as to exactly what you're doing, and you better have a good answer or they'll simply deny re-entry. With this being Thailand, of course there's going to be some wriggle room and variation depending on who you get, but it's a pretty high risk roll of the dice.