If I leave Thailand after 3 months and return does it count 180 days all over again?
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TLDR : Answer Summary
Yes, if you leave Thailand after 3 months on a DTV visa and return, you will receive a new 180-day entry stamp. The DTV visa allows for multiple entries, and every time you enter Thailand during the 5-year validity of the visa, you will receive the 180-day stamp regardless of how long you stayed previously.
A DTV is a 5-year multiple entry visa. EVERY time you enter Thailand, you will receive 180 day stamp. It doesn't matter how long you stay, when you leave and return anytime during those 5 years, you receive a 180 day entry stamp.