What should I do with my visa situation in Thailand as an American passport holder with a complicated immigration history?

I believe that Bazooka is aware of the coming challenge to staying in Thailand longer. There is NO magic wand 🪄 solution. She can try the Border Bounce with an experienced border run service company to see if they will take her. And if the Thai immigration officer at the border allows her to re-enter.

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Information is not (only) in your passport, it's in the immigration system. Getting a new passport doesn't delete the history of the person.

If you get a new one, the current visa/permission of stay will be transferred - but again, rest of the history is in their system.

It depends on the country but usually you cannot get a new passport until less than one year to expire date. But you can get a new one if the current one is lost/stolen, or if you run out of pages - but I think US will give you extra pages instead of a new passport.

Regarding time frame, I'd say 45 days is pretty tight, even my country which is very fast doing it needs 3-6 weeks... But best bet is to ask directly to your US consulate.

With a lot of history like yours, a cross for a 45 days exemption is pretty dangerous, they could reject you. To be covered, you must have an onwards flight, at least baht (or equivalent) in cash and proof of hotel reservation or equivalent, and do it through a land border in where if rejected you can enter again the country you've just left.

Bazooka, at age 30, you truly have an extraordinary history of living in Thailand using 2 Ed Visas, Volunteer Visa, and Border Run Visa Exempt Entry... With extensions. I don't think you have missed any opportunity to live in Thailand.

I debated allowing your post. .

BUT will offer these suggestions...

1... Getting a New passport will NOT help you. The Thai Immigration Computer system will identify you with a New passport. Thai Immigration uses facial recognition software and your fingerprints also. They know you.

2. Do NOT fly into Thailand. You are at Great risk of being DENIED entry, as others have been recently with recent history of staying in Thailand as you.

3... Be VERY careful when you try to do a BORDER BOUNCE to get a NEW Visa Exempt Entry into Thailand. Use an experienced border run service company to take you... They know what you need to do and IF they believe that you will be successful in getting the new VISA EXEMPT entry stamp. DON'T TRY TO DO IT YOURSELF.

Good luck with your seeking to stay in Thailand. It's more than ever a challenge since COVID

One advise. Get a proper longstay visa not being a volunteer or education visa. If you have money then buy a Elite Visa. Otherwise you will be or are already redflagged and refused re-entry in the future.

You have already abused the system. Go home.

And you think when you make a new passport, the Thai Immigration Bureau will delete all your information on their database to please your way of living in Thailand?