Working for Delta I want to explore the idea of living abroad.

From those if any who chosen this lifestyle, what was your migration strategy, governance and security, family management and commuting logistics. Overall Pros, Cons, fiscal policies and most convincente base/fleet amongst other points you can come up with.

Personally I am considering Medellin Colombia. Anyone here lives in Colombia and commutes to the US?

Barry Seal is that you?

Don't sit short call in Columbia.

If you agree to carry a package every time you come to work you could triple your salary.

The thing you need to keep in mind is since you will be domiciled in the US you will not have expat status for tax purposes. You will owe all the usual federal taxes. How that ties in with whatever country you choose will take research.

It seems to me that every time you rotated to the states customs would be a nightmare.

I've looked briefly at Puerto Rico and spoke with a couple who are in the process of moving to Portugal. Get an understanding of your expatriation tax liability before making any big moves. Puerto Rico has some great tax benefits and let's you keep a US passport. Way too much for a post.

Try a chat GPT prompt similar to "From the viewpoint of a CPA tell me about the tax benefits of moving to Puerto Rico. Include income tax and capital gains tax on US sources. Also discuss expatriation tax."
Under DOT rules, you may pay PR income tax vs US income tax. I am not a professional, so GTS (google that stuff)

You will pay federal and PR taxes in. That loophole for pilots was closed.

the “tax benefits” it’s more for like crypto rich people.

Also, you don’t want to live there. Unless you have solar power, you don’t mind potholes and a government that sucks the lives out of the people that lives there.

Also, you will be in a US territory, it’s not really an “expat”.

Also, unless you get an electric car, the import taxes in cars are stupid. Your Miata will be priced over 55k…thats 20k over the price in the mainline.

A Mustang GT will be close to 70k. A corvette C8…stingray….above 100k

South Carolina or Missouri?

Had a few of my wife's friends try the ex-pat thing. Everyone moved back to the US at some point. Just wasn't for them.