Not sure how you cashflow with Proper, it’s just not proper. 

If not, you will have a steep burden to prove you were able to actually fulfill your end of the contract and have a court order the completion of a sale. 

In short, securing an STR permit isn’t easy unless you fulfill all the township’s requirements

Simply gifting him half the property now wouldn’t immediately allow him to claim the exclusion without fulfilling this residency requirement, I don't believe.One thought would be to use a HELOC to pull just enough equity out of the current home and use it to buy a smaller home, or at least the down payment.

The failure to fulfill basic employment obligations, coupled with wrongful terminations, indicate a lack of integrity and professionalism within the program.

What I find to be most valuable: Ease of use, cost-savings and efficiency and here's what I mean: If using an interior designer to furnish your rental, they will hand you a list of supplies + furniture to buy and what I was able to do with Minoan is upload that list as a CSV file and then they come back with a quote of all of the items they can fulfill along with their respective discount. 

Obviously they are putting more pressure on out of state investors that invest within Cleveland proper, but spreading liability to the property manager is a new twist.

@Charles Perkins is absolutely correct about "collecting all receipts, properly tracking all income and expenses and your basis for all assets properly documented and recorded."

If they pass all of the checks and have the proper income then they have a shot at moving in.

Quote from @Christian Solis: When looking for private money how do you guys properly present a fix and flip and how do you structure that deal so they are happy with there return on investment ?