Should I enter Thailand on a visa exemption given my travel history or apply for a multi-entry tourist visa?

No issue at all.

It may be questioned but you are not doing 60+30 like a lot of people.

I think you would be deemed a ‘tourist’ by immigration.

My record is similar to yours last 2 years but on a ‘retirement Visa’ now.

I just went through the land border crossing at Nong Kai, my last visa waiver was in Feb 25, and I got a retirement visa about a month later. The last one before that was in April ‘24, and I only stayed in the country for a month. Coming back into the country from Laos I was forced to wait and talk to the Immigration supervisor. They made me talk to a supervisor on the way out since I was allowing my retirement visa to expire without renewing it. But on the way back in I asked the supervisor why I was singled out and he said “no visa.” I was perfectly legal to re-enter the country. Now, he did not ask me for a departure reservation or how much cash I had on hand, maybe because I told him my plans and that I hold a lease on an apartment in BKK and own a Thai bank account. I would use a fast track service, the 1590-2500 baht is cheaper than flying back home.

No one can say with certainty. It is up to immigration officer on the day of entry. Take a risk on visa exemption or purchase a visa.💜

You are good. The new regulations talk mot to exceed 157 days in a year.

I got pulled up for 2 stamps this year ...got told to get a non o or cannot come back in

That's the trouble with social media, misinformation everywhere. The government said they were cracking down on people living illegally on back to back border bounces, nothing to do with genuine tourism.

Agree with all the other posts saying you're a tourist...thailand loves tourists

I agree with all other responders. Absolutely nothing to worry about. Have a great time on next and future holidays in Thailand.

Your history shows you are a gunuine tourist . They welcome such as you mate , no problem for you .

555 i did a lot more entries and days on visa exempt. Last year around 150 days, this year same same. Dont worry.

You are worrying about nothing. All your history suggests you are a tourist. Thats what they are looking at.

Your entry and stay patterns are that of a genuine tourist. I doubt the passport control officer would even blink before stamping you in.

To be fair your history is pretty minimal so you would probably be fine visa exempt. If you're worried about it get a tourist visa