If you find a new tenant, prorate any fees they pay you so you are not collecting 2 rents on the same day. 

Generally speaking, we would encourage you to screen your tenants - whether they are section 8 or not.We would encourage you to collect a deposit - whether they are section 8 or not.A tenant can certainly be a "good" tenant or a "bad" tenant - whether they are section 8 or not.Now, if you are targeting lower valued homes...there are "pros" and "cons" to doing that - whether you are renting to section 8 or not.  

I would consider looking for a 2-4 unit so you can at least occupy (1) unit and collect rent on the other unit(s) and at the 6 month mark evaluate your LTV and situation.

You can also collect rent inside of these, direct from their bank account.

My quick math is if I'm collecting $75 more per booking at a conservative 40 bookings per year that's $3000 in extra revenue. 

His reply was that he sold the units, not the right to collect the interest.

It was a giant PITA but I love AirBnB.Tips, pay your taxes, comply with the rules, be a great and personable host (I keep in touch with most of the people who stayed with me), and have faith that people in general are good and be good back to them.

I am currently looking at opportunities to enter into the MH/Month-stay RV park space, and am wondering if there are recommendations for rent collection software that is specifically tailored? 

I will essentially be managing the entire property/collecting rent and my friend will not have to lift a finger. 

Hospitable will calculate and collect taxes for you.