Example the deductible on a roof, a water heater, a c/ha unit, or vacancy issues.  

But if you do then you sell too quick you have recapture so thats why guys area always moving up in aircraft so they dont have to pay the tax man.. but when you start at the top of the food chain  G 550 next up is a BBJ Jet  ( 737)

Then, every time the phone rang and I saw it was a tenant I would say out loud, "Cha-ching!"

Personally i love the HCV from CHA.

There is no waiting list for senior citizen homes/cha in Chicago.

Ideally someone familiar with Section 8 and CHA requirements.Am I missing anything?

Once you submit their moving papers to the Sec 8 authority (I don't know the name of any where you live, but in Chicago it's CHA, HACC, etc), their paperwork will designate how to submit, they will set up an inspection and give you a list of items to fix (typically if the unit is newer, you won't have many items to fix).

Unsure at this point if rent came in from CHA from August since I dumped my prior property manager. 

I'm trying to help, but the CHA is not being cooperative.

How did you get painting/roof/windows/appliances/CHA, forget about the other stuff, for 18 grand?