I don't think it's possible to do a visa run from Cambodia too much problem with Thailand and I have been told you cannot open a bank account with the dtv visa call Brian ramston lawyers for expats Thailand explain your situation and he will be able to help you look him up on Facebook don't listen to anyone but a lawyer
Another idea is do a visa run get another 60 day exempt tourist visa then go to an agent and get your non-o three month which you can extend turn on a retirement
Long story short if you're in Thailand for more than 180 days in a tax year you are liable to report your income I think USA has a a tax agreement with Thailand but you must report if you are in Thailand for 180 days or more that makes you a tax resident regardless of what anyone says
Thailand require you to have a return plane ticket unless you have your retirement visa already from your country you can come in on a tourist visa but you will only gain entry if you have enough money and a return ticket then you may be able to organize your retirement visa from there with an agent but not guaranteed things are shaky at the moment I am travelling to Thailand and one week to do the same thing get a retirement visa although I already have a bank account which is a requirement that's the difficult part at the moment so you are best off getting a non-o or a non-oa from your country if possible
Have the right visa already to extend for a retirement visa I wouldn't be jeopardizing it by going to Cambodia have you seen the problems they're having with Thailand at the moment bad idea