I live in Thailand and have done for 10yrs now having fortunately retired at 38yrs old.
I have known many foreign teachers and scuba diving instructors working here over the years.
A year ish in Thailand goes quick and it will not be the experience and fun that in your mind u imagine it to be.
Firstly u will be paid by foreign standards a very low wage and expected to do a lot of work leaving u not much free time to do much.
As for your bf no chance at getting a job without any decent qualifications because even with decent qualifications opportunities for foreigners working in Thailand are very limited.
May I offer you a suggestion, make a pact with your boyfriend that from right now for 1 year you will both work your butts off in your home country, no partying, no buying gadgets expensive clothes, no anything, work, eat cheaply and save everything single bit of money u possibly can.
And then come to Thailand and other parts of South East Asia and both enjoy your experience by having the times of your lives going where u want, when u want and spending all that money that u saved by being frugle and having 1 boring year to create the opportunity to have the next year that you both will remember for the rest of your lives.
Working in Thailand will not and is not the dream experience people dream it to be!
I just read the word wealthy pensioner visa and normally wealthy people don’t need to work.
I live in Thailand I never use the word wealthy because I am not but I also do not need to work ever again and I am 49yrs old and will get the retirement visa in 6 months in country using the 800k in a bank account process.
Anyway good luck but like others have said Thailand has its own varying rules and they may just not want u living in Thailand and working.
With every year that passes there is more and more distaste for foreigners that are working even digitally in Thailand.
Perhaps another country would be a better fit for u.
Why don’t you just enter country on tourist visa or visa on arrival if u are eligible and then apply for normal retirement visa in country with the 800k in Thai bank account.
To me it seems a simple answer to your problem 🤔
You are aware that immigration often monitors these discussion pages.
You cannot be the full penny or maybe a little simple.
U should not to of advertised what u planned to do.
Now you could find that you are flagged when u enter Thailand and then you will see the word ban start to be discussed by immigration if they pull u aside upon re-entry.