I will let you know how it goes.

I know several investors that are struggling to keep their short and mid term rentals going.

Does anyone know about Tupelo for Business?

Although I know most sec 8 landlords use it because of the perception of guaranteed rents.As a small home builder I really dont know how they are going to lower the cost of new construction housing unless the govmit subsidizes it somehow.. basically the price of home components are very sticky they only go up. with the xception of lumber that will go  up and down through out the year..

Quote from @Sean Gallagher: This is my fear, I have not crossed over to a property manager but just what you discuss has me worried because one day I know I'll have to. 

Let them know you’ve been getting complaints and that their music is really disturbing the peace for other tenants.

Let me know if I can be of assistance. 

A reasonableness standard is applied to negligence claims and I would argue a property owner who owns real estate in the Poconos and knows the property is left vacant due to the owners decision to lease the property as a short term rental should know that the pipes are more inclined to freeze and therefore should install heat tracing lines or other measure to ensure the plumbing lines do not freeze.

they usually say stick it in the bank.. so you can offer them a nice return above bank CDs and on an asset they already know and like etc..

As far as whether to approach them with or without an agent - approaching them directly without an agent can save the seller probably 2.5-3% of fees, which give you some room to negotiate on the price, but you need to be confident that you are capable of evaluating the property value, estimating on the amount of work that is needed, knowing how to negotiate/ structure the deal, and navigating the closing process.