Helical piers placed every 5' should fix this, but for a significant cost. 3) Due to a toilet becoming loose and failure to recognize that the toilet leaks every time it is flushed, the subfloor has "significant deterioration."

 $1800 (high end of rent range) - $1535 (hopefully mortgage includes full PITI) - $90 (5% vacancy) - $400 maintenance/cap ex - $180 PM (at that low rent point I am using 10% all inclusive) - $50 misc (bookkeeping, utilities that are not tenant responsibility such as slab leak, tax man, allocation of asset protection, etc).  

Who wants to bet the daughter has maxed out student loans, they both have iPhones, and make needless purchases? 

I already met some new contractorswho said can finish the work within the $60K budget, however, they didmentioned some things the contactor did wrong with our house that they wouldhave to fix (leak in our roof from our chimney, new gate hinges because they put the wrong ones on there and other small things).

The roof looks in relatively good shape (I don't know the age) although I did notice a very small leak in one part of it and the facia is rotted in several places. 

Two of my rentals have some leaking from the ceiling in the rooms and don't see much actual damages on the roof itself.

Often the PM company has in house technicians who can complete work order requests for far less and in less time than the property owner who has to call the local plumber to resolve a leaking sink.

It doesn't matter if it has a cemetery in the back, it's across from a highway, or some other anomaly, there is always a price and if it's not even getting looks, it's usually not close OR the photos are terrible iPhone photos and the listing reads terribly.

Where is it leaking, roof composition, pitch, etc? 

I had a tenant (not S8) that thought it was OK to let the faucet leak and run across the basement floor.