I am hoping to work from my second country where I am a citizen of just as the USA. Any advice? Other than the timezone difference, what struggles can I expect?
Assuming your US employer is OK with the move, look to your own knowledge of your second country.
How fast, reliable, costly is internet service? Can you get a second reliable service so you have 2 independent links? A second link that still uses the same local/monopoly provider to deliver is not a second link at all. You need to have communications as reliable as possible.
Do you have reliable power? Power reliability affects every country - no matter where you are going, get a minimum of some UPS power coverage and ideally some sort of generator backup. In the UK I had to run for 7 straight days off generator after a storm and my location was one of the very last to get brought back on grid.
Make sure you have a good money transfer provider to get funds to a local bank account, but watch out as many banks will refuse to touch you if you are a US citizen (search past HN for stories of that). Frankly, this could be your biggest problem.
Enjoy the move - it can be surprisingly pleasant to be in a different country. If you start earlier than the US, you can get a lot done before people come online and you will appear to be a miracle worker fixing problems while everyone else is asleep. Conversely, try to avoid coming online /after/ the US as you could appear like a slacker !
The problem is the tax pictures. Expect to be a consultant with responsibility on your plate unless there is an existing tax nexus in the second country.
Taxes are the biggest thing. Being a US citizen, you must always file taxes, but not necessarily pay them all. FEIE, and tax reciprocity are available depending on where you live and how long you are gone.
Hire a US accountant to do your US taxes. It will be worth it. But learn the basics before you go and decide what scheme you will be using.
How fast, reliable, costly is internet service? Can you get a second reliable service so you have 2 independent links? A second link that still uses the same local/monopoly provider to deliver is not a second link at all. You need to have communications as reliable as possible.
Do you have reliable power? Power reliability affects every country - no matter where you are going, get a minimum of some UPS power coverage and ideally some sort of generator backup. In the UK I had to run for 7 straight days off generator after a storm and my location was one of the very last to get brought back on grid.
Make sure you have a good money transfer provider to get funds to a local bank account, but watch out as many banks will refuse to touch you if you are a US citizen (search past HN for stories of that). Frankly, this could be your biggest problem.
Enjoy the move - it can be surprisingly pleasant to be in a different country. If you start earlier than the US, you can get a lot done before people come online and you will appear to be a miracle worker fixing problems while everyone else is asleep. Conversely, try to avoid coming online /after/ the US as you could appear like a slacker !