Your volunteer foundation is the best approach. They have to complete the paperwork and assist with your work permit. Perhaps best to discuss with them

Do it online, doesn't need passport

@Steve ******

It's unlikely a Thai Embassy would grant back to back Multi Entry Tourist Visas

@Bonnie ******

But you can either fly or get a tourist visa. The options are there

@Bonnie ******

You might be ok on tourist visas or on flights, but keep in mind you can only do two land border entries without visa twice in a year

@Bonnie ******

I still don't see how that forces people to stay? If you keep entering/leaving/entering Thailand eventually immigration will tell you to get a proper visa. The visa-exempt system is not designed for people trying to stay long term in Thailand. There is a multi-entry Tourist Visa which can give you up to nine months, although chances of getting them back to back are remote. For the over 50's the OA and OX visas give plenty of scope for continuous in and out.

@Bonnie ******

How do they "force" people to stay longer?

@Bonnie ******

I'm just going by previous reports in this group and the "other" Thai Visa group. It has been reported widely, even before covid, to avoid Poipet, due to the inconsistency of the immigration officers there. However, I will reiterate, if you're happy to advise the OP that everything will be fine, that is your prerogative

@Bonnie ******

I'm with

@Brandon ***********

. So many bad reports from Poipet. Many are denied re-entry and told to get a visa from the consulate and then fly back to Thailand. Buy hey, if you want to advise the OP to go for it, that's your call!

Normal now, has been for about 4-5 years. No big deal