If it's a gray area, we usually cover the service call the first time.

Participants are continuously told “we’ll cover all these details so you can do this too in just a moment”, the moment never arrives. 

However, every insurance company has no idea what I'm talking about and don't seem to cover this.

You may want to look at concessions to help cover costs or buy down your rate to a comfortable payment. 

However, I'm hesitant because the rent wouldn't cover the new mortgage, putting me net negative monthly.

Good paint is $50-$60 a gallon and covers 350-400 sq ft.

The other hurdle many run into is that you need to have funds to close and cover reserves in a US based bank account.  

With that said, here are some questions I would ask myself about the situation: Historically, have the students paid enough in the 9 months to cover all the expenses associated with these properties?

Hello everyone, I purchased my home two years ago, and currently, I have a tenant renting a room for $800, which helps cover my mortgage.

The buyer would need to show solid financials also of course (good credit, experience operating rentals, proof of funds for down payment and adequate reserves to cover any unexpected cap ex).