As soon as you start discussing your business practice and strategies with your customers (tenants), then all bets are off and you run the risk of Fair Housing violations. 

It seems like you enjoy being active and using your hands so maybe the BRRRR method (buy, rehab, rent, refinance, repeat) is your best bet as you could save some money and do plenty on your own, you could also do a live in flip potentially and sell it or rent it out later.

Born and raised Oklahoman here, and I have never understood why that little corner of the state turned into such a popular market!

In fact I would bet not even the asset protection services who send you down these rabbit holes can and therein lies the problem...

so after reading all the posts, it sounds like his best bet is just to move on and walk away finding another place maybe coming back in future to keep contact with that person if he really wants that location… Correct me if I’m wrong, but my analysis from all this is that hiring a squatter would only be applicable in situations where the person who is occupying the residence never had a lease or contract therefore it is a rare circumstance where it would be a viable option. 

However, in practice, lenders rarely enforce it as long as mortgage payments are current and there’s no added risk for them.If you want to avoid triggering the due on sale clause, the safest bet is to wait a few months after closing before transferring the deed to your LLC.

I bet realistically most people would stop there.

I bet you could quickly get an idea about financing, insuring, and feasibility from them.

I don't think we will reach those lows again, but wouldn't necessarily bet against it, either.If you are skittish now, I'd get it on the market right now while there's still a season left, and price it to MOVE.  

TIAErich your best bet would be to amortize it over thirty with a 5 year balloon. the issue with private lenders  vs. banks is private lenders use their money to lend and many times it may not keep up with inflation - so lending for that long does not make sense.