If he can lock that rate in for 30 years, it doesn’t seem that bad for the trade-of of being able to write of most of your income and not have to pay thousands of dollars in taxes like the rest of us.

Looking at purchasing a duplex and between both units, the leases are locked in until April and May of next 2022. 

So I'm wondering is there a way to have the former tenant lock the property up for a price lower than the $70k his friend is asking (say the $55k being discussed), and then work out a deal with the rehabber to fix the property up to his liking and once the rehabber is ready to sell my former tenant can buy it and maybe give his friend the remaining money he's asking for? 

@John Britt I'm likely looking for something more turnkey.

P or John's Island?

I'm located in Naples and I 2nd what @John Thedford has mentioned the amount of people that come down here to vacation and make the move has seen a huge jump not only in the last 5 years but more importantly in the past 12 months.

@John Teachout There is a new solid core vinyl that is just butted up against the baseboards and to each other.

Automating several processes, incorporating technology (like keyless wifi door locks), and self-managing.

As for the stress of the time line, I would attempt to locate and even lock in the next prospective properties before hand. 

Originally posted by @John Underwood:I run the background check.