You may want to research now how the country taxes different types of investments(Equity, bonds, real estate, etc)That can tell you potentially what investments to have.The issue with potentially becoming a US citizen is that they will tax you on worldwide income.Therefore, if you get the citizenship and move out of the US, you may want to see if you would be exposed to US taxes, whether you will want to move back to the US and if you want to renounce your US citizenship.I agree that if you are not sure of living in the US, you may want to avoid doing items such as having a large balance in a retirement account that may be considered taxable by another country when you retire.Best of luck

It is to my knowledge one of the wealthiest tourist driven towns.

We are also not in a tourist area so we rely heavily on Airbnb.

That being said, there are still a lot of opportunities to get properties with tourist licenses. 

CA taxes residents on worldwide income but may provide a credit for taxes paid to other states.

After years of cleaning, dealing with tourists, and having to be on call 24/7 you could not pay me to do STRs.

The US will tax you on your worldwide income unless you do this 

Our tourists go to Disney and Universal because they WANT an over the top experience.

Okaloosa Island gets more than just tourist renters. 

😁 It is quickly becoming the a great tourist destination.