I don't think the author is suggesting anyone overstay their visa. I also work remotely in Thailand at the moment. Leaving and coming back every 30 days. Its a

I don't think the author is suggesting anyone overstay their visa. I also work remotely in Thailand at the moment. Leaving and coming back every 30 days. Its a great excuse to go see nearby countries and to disconnect and take a break every month. I can say for sure there is no "vague fear or serious legal action hanging over my head". There are many people working here illegally in actual jobs, taking money from the Thai economy on improper visas (English teachers, etc), which the Thai government is not too happy about. When they find out they deport them. The last thing that is on their radar is a tourist at the beach doing a little remote work, getting paid outside of the country. So if that type of situation would be something that makes you nervous, then obviously don't do it. But if you are keeping everything mobile, worst you face is a deportation (have yet to hear any instance of it happening to a digital nomad) in which case you setup shop in the next country over.