@Tod ********

-- In my experience, the

****least hassle*** is just as I suggested.

- Obtain a Multiple Re-Entry Permit-

-- Especially with the additional paperwork and timing required with the current pandemic entry.

+++ 30 days is tight to work any new Visa.

The OP currently has an O-A.

There are several options.

Are we only presenting some?

Or should we present all and let the OP decide?

@Tod ********

OPinion.

The cost of new NEW OA is extensive.

Both in money and even more in labor and paperwork.

just get as multiple Entry and sort it out on reuturn.

If you are over 50 - the O visa is 90 days and can be extended multiple times.

Yep

Hmmm

How do you get "fast track" service?

JC has an extensive set of videos for "retiring" to Thailand.

There is a members area with even more advice, tools, and support.