Will my OA retirement visa be honored upon returning to Thailand without health insurance?

If you are on a re-entry permit you should be okay. You may need to remind the IO that you don't need insurance if that doesn't work you may have to ask to speak to his/her superior for clarification.

My understanding is that the situation was further clarified to IOs on the 7th of November but it appears that not everyone on the front lines "got the memo".

At the end of the day you just have to roll the dice.

If necessary ask for a 30 day stamp then get it cleared up at your immigration office. I've heard of Bangkok rectifying stamps like this recently.

Well I’ll soon find out , I’m returning to Thailand on Monday morning . On a O-A extension ( my 4th ) .. I obtained my extension on the 4th October , and got a multi entry .... no health insurance .. fingers crossed 🤞🏼.

There is still no consistency as far as IF O-A visas gotten before the 31st of Oct are required to show insurance when entering on them.

It's gonna take a while more (mostly because there's not a lot of people on O-A visas) before we find out exactly how they're going to handle it.

This is the list of companies you can get insurance from