Condos don't care about Visa. You probably can do Visa Exempt a couple of times. Then I'd suggest getting a multi-entry e-visa (tourist visa). I was doing similar for a couple of years. No problems. Now have DTV for longer stays. I think the trick was going back to the USA, versus a neighboring country. And staying in the USA a couple of months before returning to Thailand.

@Daniel *****

That was very helpful. (Sarcasm).

@Adam *******

Best Answer. Getting snippy with airport personnel serves no purpose. Yes, they aren't immigration officers, but they can call the immigration officers. Just smile and say thanks and move on.

@James ********

If you have the same problems for 22 years in Thailand, then you are the problem.

90 Day Fiance Visa is easiest and it's not easy.

@Tony *****

That costs probably included the costs for Muay Thai classes or something. The only cost for DTV is $400 USD. But yes you will have additional costs for classes, if going that route.

I go to Zen Cellular Rejuvenation for my medical treatment.

Why.

Having a US husband or bf, is considered suspicious the applicant will stay in the USA. Almost always denied.

DTV would be the easiest. Multiple Entries, 6 months per stay. $1,000 / month on a tight budget. $2,000 / month easy living.