@James ********
you aren't coming in on a Visa On Arrival 🙁 you're talking about coming in free stamp for 60 days "visa exempt", and the actual answer is you can do it until you can't. 😮
AND
When you can't you'll find out because they'll ship you back to where you flew in from on your dime (deny you entry)
This isn't the thailand it was when you got 30 days free entry and could pretty much get as many as you wanted by air. Since it went to 60 days visa exempt entry for 90+ countries they have started getting harder and harder about letting people in who they think are 'living here' on free stamp entries