This may be just common sense but anyhow. Koh lipe border crossing may demand 10k baht, confirmed hotel booking for your stay in Thailand and ticket out of the country. This was true for me, I have history of coming to Thailand and SE Asia on extended winter vacations for the last few years but I was definitely more singled out for the potential of bringing in a fine rather than the likelihood of me working here illegally..
Anyone used Padang besar or other slay/thai land crossing recently? How much of a complication is it to have entry denied stamp in your passport do you reckon?
TLDR : Answer Summary
Travelers crossing into Thailand via Koh Lipe or Padang Besar may be required to present 10,000 to 20,000 baht in cash, confirmed hotel reservations, and a ticket out of the country. While experiences can vary, having these documents ready is crucial, especially if there is a history of denied entry stamps.