Hey everyone, thank you for your answers and advice, greatly appreciate it.
Here's a small update. I went back to my messages to the school and saw that a couple weeks before my WP expired I did ask them multiple times if I needed to leave the country or if my visa will stay valid until Feb 15. They told me I didn't need to leave the country but obviously they were wrong.
I just messaged them an hour ago to complain and they're saying it's a miscommunication and that yes I was supposed to leave the country and get a new visa.
Now an hour later they messaged me again and said.
"I double check your visa still valid until Feb 15 is not cancelled yet, if you leave the country before 15th of February, don't apply re entry permit, don't show your work permit in immigration. Just show your passport to them. You can go outside of the country like Cambodia."
I said "Are you sure?"
"Yes I checked with my colleague. Don't show your work permit to the immigration in the airport if you leave outside of Thailand before Feb 15th. Your visa still in the system of immigration."
So obviously I want to take this with a grain of salt. I'm still gonna borrow money from my brother, enough to pay a 20k fine and buy a ticket to USA if need be.
But do y'all still think there's a chance I won't have to waste that money and I might be okay?
Thanks again in advance.