I'd been intending to apply for a retirement visa when I turn 50 in January. I have investment income that would cover the cost of living in Thailand and wasn't planning on working.
I now have an opportunity to pick up some remote work that I would take if I was certain it wasn't going to cause visa problems. More money, something useful to do.
With the retirement visa, my understanding is that remote work is likely to be tolerated but since it's not strictly legal, it's better to keep it under the radar, which means you don't file taxes, which means you don't pay your Thai income tax. That makes me uncomfortable.
Practically speaking, a tax history is also required for PR, although up to now this has always been linked with a work permit and a Thai employer.
The DTV seems to be specifically aimed at people working remotely, so there doesn't look to be the same need to stay under the radar.
Against that background I was wondering:
Do you see a risk in filing taxes on work done in Thailand on a DTV?
Do you think that that type of work/tax history would be acceptable if I later applied for PR?