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Old 02-25-2019, 08:03 PM
 
Location: Miami-Jax
6,312 posts, read 6,962,789 times
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Yes that's a very fair concern. There are two situations at play for your remote work: domestic traveling and international traveling.

Some tourist and retirement visas allow you to work remotely if you are bringing a job with you (not taking local jobs) but yeah, generally that is one that I would look into very carefully on a case-by-case basis for each country I was considering entering. However, the chance of getting caught is so remote (pun intended) that I don't think this should be a real concern. Just learn how to handle your income tax properly and you should be fine. Many countries are only now trying to figure this issue out and many of them are trying to make things easier/better for nomadic remote workers.

If you are staying in the states, this may actually be more problematic. Again it could be a case-by-case basis where you may not need to worry about too much (certainly you can visit FL or NV, for example, and not really have any effect whatsoever on your personal tax filing) however when you travel to any of the 41 states that tax income you would need to file and pay state level taxes for the days you worked there. AND what's even worse, technically your employer is responsible for being registered in that state and withholding+reporting your income for those specific days. So this could end up being a big headache for your employer unless they are either such a big company that they already have a robust system for handling employees work travel all over the US, OR you are so valued that they are willing to bend over backwards to make this happen for you. As with the international situation, you certainly could get by under the radar, but the likelihood of getting caught imo is much higher in this instance.

I am no tax professional just someone who has looked into the same concerns.
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