I think it depends on your integrations and the settings available, but 50% pro: more people can afford to book it now so possibly higher occupancy rate; con: you better make sure your systems are in place to check and double check 100% collected before check in.

Also, I am open to thoughts on my strategy to partner with people who are open to equity position, not as a fee based consultant.

I know sec 8  always on the short here in CA because people don’t like to rent to Section 8.  

Of course people talk to him, so he knows EVERYONE in the single-family renovation game in Pittsburgh.

Should we address the situation with the tenant possibly having other people living there?

A lot of people like ListSource but it depends on what you're doing and there are a lot of alternatives, just search around.

Offer some discounts during the week and stack discounts if people book more nights.Also, photography could do wonders for this place.

People date for years and then all hell breaks loose when they get married and move in together.

Sometime these arrangements fall apart quickly, it's hard to live with people who live differently than you and you don't really know how someone lives until they are moved in.  

Just google skiptrace and plenty of sites out there to research public info on people.