As an out of town owner, one benefit of Madison is that we do have a good supply of property management companies to consider. 

I would suggest calling a title company rep and running this by him. 

There are property management companies that handle everything—from guest check-ins to maintenance—so you don’t have to worry about being hands-on.

And in most cases, reading a receipt and knowing which property/my management company it is tied to (done automatically by separate accounts linking to my software), even if I don't do a very good job documenting, I have enough to go back and justify almost any expense.  

They will sometimes cover some of the damage with lots of back and forth.Look into companies like Waivo and Safely.

I personally stay away from turnkey companies.

There are companies who buy properties and flip them for large profits each month.

Quote from @Mike Sfera: @Blake Clothier are management companies turnkey providers or is that a company that specializes in those services? 

You could easily buy a turnkey home through a company like mine, Real Wealth Network, and its the same thing minus the 15% fee.

I'm wondering which company buys performing loans and what hurdles I might face?