I’m currently paying taxes in my home country (UK) since I have a regular job with a UK company. I live in Estonia with a DNV (and most likely plan on staying the full year).
Technically, if I stay more than 6 months I need to pay taxes here, however, they seem to make it quite complicated and expensive, given my employer doesn’t have an entity here.
This just got me thinking whether you guys in a similar situation just ignore this and assume nobody will say anything, or do you do everything by the book? Or do you make sure you don’t stay more than 183 days?
Depends on the country.
Countries in LATAM have very weak enforcement, so if you keep your mouth shut, you won’t have to pay taxes.
Usually just following Don’t Ask, Don’t tell avoids any issues on countries where enforcement is weak. Just talk with the locals about taxes and you can get a general sense.
I highly recommend working with a local lawyer the verify what the rules are, and what risks you are taking.