His criminal record shouldn't play a role if he was released from prison five years ago and has held a steady job, has good landlord references, etc.Disorderly conduct looks pretty minor, and I don't see how it poses a risk to you.

I wanted to build because the area I’m looking is pretty competitive with STR’s and it has to be something unique and attractive and I feel this will be easier to accomplish building new.

I know partial assumable loans were (and still are to some extent) pretty common place in commercial real estate financings, but does anyone know of a residential real estate lender who offers partial assumable loans on individual mortgages? 

Yes, there are more steps to go through (often including sending in a W-9 tax form), but those steps are usually pretty straightforward.Additionally, most of the folks tasked with finding the housing for the company's VIPs are really appreciative of being treated well by a good property manager, so you can stand above the crowd by simply responding quickly and respectfully.

@Tyler Speelman pretty common in this area (NJ) but I think depends on location.

Material Participation in a Real Estate Trade or Business.This is pretty straightforward but you must materially participate in a real property trade or business, such as development, redevelopment, construction, reconstruction, acquisition, conversion, rental, operation, management, leasing, or brokerage.2.

The area has a lot of rentals so getting one should be pretty easy as is a handy person to handle quick repairs.IMHO the toughest part is done.

Pittsburgh is up and coming but the distance is pretty far from the others.

The market here has been pretty strong, especially in growing areas like Charlotte.

When I look at townhomes for rent that 1850/mo seems pretty competitve.