Many of the entities involved in this line of investment are cut throat and liars to the core.

I had a client considering a building on that edge that you mentioned just yesterday.

They're probably fine with you paying for additional marketing as long as they aren't cut out of the deal.

Landlords in illinois for sfh rentals don't provide snow removal or lawn cutting so thats not an issue.   

In response, I had a plumber and a water restoration company come to assess the situation.The restoration company cut into the drywall, and the plumber thoroughly inspected all the pipes, performed a leak test, and conducted a pressure test.

They are not allowed in certain master planned communities.Summerlin, including Sun City Summerlin▪ Town Center▪ Skye Canyon▪ Cliff’s Edge▪ Symphony Park▪ Grand Canyon Village▪ Las Vegas Medical District▪ Providence SquareAnd these restrictions I find would be the most difficult for you to overcome - A short-term rental license does not provide authority to violate any common-interest community’s covenants,conditions and restrictions (CC&Rs).

By the sounds of it you are going to have your work cut out for you. 

@Jason Stofer if you don't have a support structure to tap into... the unhappy answer is that there is no short cut. 

Most spend too much of their time and resources on the set up and completely ignore the day to day responsibilities and/or cut corners and costs where greater attention and resources should be spent.  

"Not satisfied," isn't going to cut it.