Dave Ramsey says the only ship that won't float is a partnership, and I wouldn't want to loose relationships over a business deal gone wrong. 

If you have a nice house and you are in a busy real estate market you can let a relative or friend list your house without loosing too much, if they are good workers.

Pottery Barn, West Elm, and Crate & Barrel are a touch above without being excessive. 

There is 101 different "games" one can play and the vast majority who play do loose $. 

I’ve never used them but you can certainly try “the guarantors” who promise to pay unpaid rent and any damage in excess of damage deposit.

You can use the excess money to start rehabbing.

Not sure IF all title insurers will issue a policy in EXCESS of the purchase price to cover the extra padding (wholesale fee) I was looking for a way (out of the box thoughts) to possibly FORCE this original Lot owners hand to SELL the lot back to our friend or thwart him from selling the lot to anyone else.Some thoughts;Acquiring any future past due HOA Dues from the HOA (then bringing action to foreclose on them)?

Not to mention loosing what you stuck into it. 

No you will not go to jail if you are found to be charging what the court considers excessive late fees.

Quote from @James Phillips: Hey Dan,I've loosely followed your journey on here--thanks for continuing to share.