Stick to the facts which have lead to the eviction that you can prove (rent was not paid), don’t waste the courts time with any other drama.

Assuming this is in fact a good deal, and your friend is a qualified GC, instead of trying to be the lead investor, he should be searching for someone who has the balance sheet to take down this deal on their and be a transactional participant.

Got the lead from the cold calling agency I use.

@Federico Dallo you mentioning vacation-type locations leads me to guess that you may want to use the property yourself occassionlly?

I do not know him, but the path he is leading you is a difficult path    Note difficult does not imply impossible; there are people who are successful with S8 housing    In my area s8 is so undesirable that they write laws trying to make it challenging to not allow S8 tenants.  

"19 contacts|12 applications" You have 19 leads and 12 applications.Text each one of them:Hi this is Victor with ___ Avehttps://www.zillow.com/homedetails/LINKWould you like to see this property tomorrow after 3pm or Wednesday before 430pm?

As @Patrick Drury mentioned- the West Side does not have any POS areas (besides Lakewood, but it's only needed for previously non-owner occupied/rental properties) Something else to consider in Cleveland proper is Lead Safe Testing ..

Possibly but the problems I’m having stem from having too many cooks in the kitchen already so to speak, and failures of what is supposed to be seamless transitions among different payment systems, so I’d be worried that adding another layer of complication, more entities and more software could lead to more potential failure points.

TLDR: Pre-approval seems like a good thing but it can lead to lost bookings or a time sink (has anyone spent less than 20-30 minutes on the phone with VRBO trying to fix something??).

If your realtor is listing it for free and not helping, that's not much help since leaving you to screen tenants and run through leads is like asking you to perform knee surgery, you don't know what you are doing.All rental listings should get bombarded on Zillow Rental Manager and HotPads, etc in the first week so if you have limited activity, your price is either too high or the photos are bad and the copy about the place is bad.Use something like RentSpree from screening.