I know a man that was five years overstayed. At the end, and following the advices of many friends, he went by himself to Inmigration office to explain his case. After a lot of pics with astonished officials and 20.000 baht fine he came back to his home country.
This is another posibility, but when I got a new passport in Bangkok some years ago my consulate told me to go to Inmigration to do what I said before, so that is what I did, ten minutes in the office and no cost. When I went out of the country, I didn't need to show the old passport with my visa, because there was a big stamp in the new one explaining what happens.
I don't offer any advice about how to work illegal in Thailand, I only say how to stay long term in Thailand as a tourist. And that is with tourist visas, visa runs or border bounces, I never said the words "work ilegal" in my first comment.
Digital Nomad's experience... Oh my Buddha, get a tourist visa experience, an exempt visa entry experience, a visa run experience or a border bounce experience... like everybody experience.
Jan Granlund, one thing is 30 days visa exempt entry and another a SETV, totally different things. Only two 30 days visa exempt entries by land in a calendar year.