Are There Recent Cases of Re-Entry Permit Holders Being Denied Re-Entry to Thailand?

I've returned to my home country every year , sometimes if I'm certain I'm going back I get a re entry with my extension or just get one a week or so before leaving. Never had a prob retuning.

I had last year yearly retirement visa with multiple enty but I needed to go out every three months

I have been on yearly extensions based on being over 50 for 11 years now and I didn't leave the country for the first SEVEN years I got those extensions :O

I only started going back to the US once a year a couple years ago :P

you're on a yearly extension of stay, the thai immigration officers don't care if you get the extension, buy a re-entry permit and leave thailand for the whole year if you want :O

I always advise people when they get their yearly extension to at least get a single re-entry permit in case you have to leave in an urgent situation etc.

BUT I'd say in your case if you're just thinking of getting a re-entry permit to leave and come back because you're worried thai immigrations cares how long you've been here you should dial the paranoia back a bit and take a deep breath. They don't care if you ever leave the country as long as you get your extensions every year

If you're on an extension of stay based on being over 50 years old, and you have a re-entry permit, unless something changed, you'll be able to return without any problems.