I don't know but I have plenty of Canadian and American friends and acquaintances who travel (regularly) to Mexico and the Dominican Republic but I don't actually know anybody who has vacation in Puerto Rico (unless they haven't told me of course).As can be expected, the most profitable form of real estate investment in the region is short-term rentals.

There's also regular inspections of both the living conditions and conditions of the home, and I've known some LLs in my area to fail for really stupid things (like a broken screen that the tenants must have broke), and if you fail no money until you pass. 

Historically real estate and markets are nearly identical over a long period of time. 

I just moved to Oklahoma City a couple weeks ago, but I will be coming back to Chico on a regular basis.

Howdy @Jeff StevensonWhile I don't have experience yet with that specific strategy and do not know anything about your business organization, I also am just starting out and this is very similar but not exactly identical to advice I recently received from a qualified professional.Other things to consider,1.

A senior product manager for Facebook Marketplace, where people buy and sell used goods, had regularly invested in startups run by friends or ex-colleagues.

If it doesn't, the company seems to be identical to Reallyo.com.

Make a list of places you would love to visit regularly and start digging into the market.  

They provide a lot of useful information for people but primarily focused on doctors regarding all types of investing including real estate, 401Ks and 403Bs, life insurance, disability insurance, regular investing accounts and more.

It's your regular bracket rate capped at 25%.