My father became a land lord out of necessity rather than by design. 

I know Chapter 4 of the lenders handbook specifically mentions the necessity to verify "documentation of the applicant's prior experience managing rental units or other background involving both property maintenance and rental." 

I am located in Chicago and would prefer a local vender but not a necessity. 

Not a necessity, but helps.

Since you are looking for both an agent and a PM, going the turnkey route may be a good move  as it removes the necessity of you of finding each member of your own team. 

A debt buyer's/debt owner's license seems to be more of a necessity and having a servicer in place at the outset is key, but hopefully my points of being proactive and having the correct level of expectations still rings true.Best,Dave

Many times the broker/agent doesn't want the job but does it out of necessity to make coin to scrape by.

But that's out of sheer fiscal necessity atm.On another note, she wants to rent one of my other properties that's larger, and I'm not renting it to her because I don't trust her. 

I really don't think remotes for fans are a HUGE necessity, even if it is good technology, I don't think people would find it practical.

Love the necessity for inspections and totally agree on it.On our leases we just categorize it as "Right of Entry", giving the landlord permission to conduct necessary appointments at the property for what ever reason, with reasonable notice of course.