@Endre *******

What I read is that there not seems to be any limited entries of 2 times with exempt entry by land anymore as before. But.......as you can read by the OP after a couple of times you push y'r luck if they think/see y'r trying to live in Thailand by using those exempt entries.

That's the right expression "playing the system" which the OP also admits. Not 'abusing' the system, because there is no official rule for these exempt entries.

What Brandon says. No problem if you do that border bounce before the ending validity date from y'r visa. (.pdf file). Maybe a small advantage is, should you go for a year extension later, that now you can decide a bit conc. the date that year extension expires. That date is 90 days after you enter Thailand. E.g. I entered Thailand with non O on 11 October and got stamped for 8th January. Already 7 years my expiring date of the year extension is 8th January. So depending of the date you make the border bounce you can shift the date a bit for y'r convenience.

@Martin *************

So he DID mention it.

indeed. 30 days extension on non o not possible

@Bart *************

Indeed. But sometimes a phonecall helps. EVA Air wanted to see the visa and with no visa (60 days exempt) they wanted to see the return ticket (after 90 ! days). They let you fill in a statement they are not resposible for any return flight should you been refused entry. This was Amsterdam/schihol.

@Pat *******

Look to the answer of Stuart Chiverton.

@Chris *****

Well, I must admit his timing is a bit strange, first arrange a visa an then a new passport 🤷‍♂️ In the expression "better safe than sorry" it would be best to ask the Thai Embassy/consulate in his country.

@Alexandr ****

Sorry, but for me it's a bit strange nobody asks you for y'r passport country. (Maybe I'm overlooking ?) If you are NOT from US, Australia, UK or Denmark, you can ask an Income statement from y'r Embassy in BKK.

@Chris *****

Transfering Visa in this case is of no use. The "transfering visa" thing is can be usefull when you have a long term of stay visa but most of the times this concerns a "1 year extension of stay", so no visa anymore.