@Jacob Willett I'd look far and wide then, and run the numbers on everything. 

I have no idea how your jurisdiction thinks, but an under funded LLC trying to conduct business over its head may be disqualified, pulling the curtain wide open and it heads to your personal liability. 

We are looking at 12 foot wide, which will handle most shop trucks.  

I'd prefer to pay a flat $100 to $300 for a 12mo listing, it leaves your options wide open.

My dad is flying down in July to get on the ground to meet with a contact we have and get better details but I wanted to reach out to the BiggerPockets wide variety of intelligence and see if anyone has more insights to Puerto Rico and any advice that we could use.

There are wholesalers with a wide range of experience.  

New home construction remains strong, and now that the pandemic seems to be ending (and vaccines are widely available), it's likely that more sellers will feel comfortable listing their homes.

@Daniel P Buteau There is an array of cash out refi options which have no DTI requirements (DSCR based rental loans). 

Determine what "Failure" looks like and if it is acceptable to your family.Either of the above projects lets make bite size and determine what "Failure" looks like.Storage-  10 acres- lets say $30,000 per acre; $300,000;  First building- 170 foot long 30 wide, mixture of 10/15/20 units

If you're looking for B-A class rentals you might want to look outside the loop.Rent ranges widely in all of those neighborhoods.