I recommend getting a Thai driver's license. I am on a DTV and use TrueMoney with no problem. Friend of mine was having the "provide documentation" problem, got a Thai DL, problem solved.
this is simply false. You can work in Thailand, just not for a Thai company.
The best approach is probably a "digital nomad" visa for which you need either a current contract or employment agreement; or a portfolio of work if you're a freelancer, showing regular income.
Good luck! Thailand is what if call "conservative but very tolerant" when it comes to trans people.