Extra expenses will be sure to come up; I just want to be sure i'm in a good spot before they do so I can handle them! 

How should rental advertisement be handled with a property manager?

I have a good handle on construction, I have folks that I can get material and labor, etc.  

If I'm in the range, I'll drive by the house to try to get a better handle on repairs to fine tune my MAO.  

Do you hire a management company/companies to handle the properties?

Two reasons: S-corp provides more legal protection and flips are handled totally differently when it comes to taxes (this wasn't happening with my previous accountant). 

While i have never personally managed a property i did work at a company handling property management like tasks for a 186 unit development project while he was building it and got a great crash course while i was there.The main reason that I would like to do commercial is because having a rather large goal of 1000 rental units by the time that I am 40 years old which would be in 12 years from now. 

His bathroom faucet has a leak unless the handle is turned a certain way. 

They would be able to handle your laundry list.

Maybe trying to absorb so much info over the course of two weekends is a bit more than my brain can currently handle.