They have attempted to work out an exit with the property manager, but are only being met with resistance. 

Most banks I’ve spoken too have required me to transfer the property out of the LLC and still require 6 months of seasoning.Delayed financing likely will not work out with this deal.Thanks for any advice

I have done some roofs  many years ago and I do recall it was a workout. 

Free contracts always work out great I'm sure.

Once you pencil everything out, remove the emotion, you should have a good idea if it will work out or not. 

I would just talk to them and see what you can work out.

Just concern because the property won't work out with $800 a month.

For me personally, I would prefer a stable tenant since the high returns on paper don't always work out in real life.

For example, If you CoC on a property would be say 10% if both sides of a double are rented, how should the numbers work out to make sense if the owner is living in half?

Good luck, I'm guessing everything is going to work out just fine.