it would be extremely helpful to go through a simulation of a real transaction; the days it takes, the forms to sign, the people to contact.

This means that it will be extremely likely that you will be cashflow negative from whatever investment you are looking to buy and will need to be able to cover that monthly spread out of pocket. 

Verifying last 2 years of rental history and income extremely important to find the “best of the worst”.Make sure you understand the Class of properties you are looking at and the corresponding results to expect.What else can we assist you with?

Lol on the "loophole" trigger 

Flip, extreme value adds, or lots of patience.  

With that type of experience, I might target a fix/flip or HML that has experience triggers keeping your costs low and maybe even something like deferred interest payments or bundled fees.

Making income" for the LLC is extremely tax INefficient. 

TN offer OTC, it's extremely benefit to locals that knows the area well.

Sounds like you are trying to do a Lease with Option to Purchase.This requires 3 separate documents:1) Lease2) Option Contract3) Purchase contract triggered when tenant enacts Option Contract.National statistics show that around 65% of Lease-Options fail.

That may trigger the property manager to reach out and negotiate a settlement because they don't want the state digging into their books.