Back then many PM companies worked out a "family" type deal; the janitor got the basement apartment rent free but always had to be on call and the wife was expected to do her share by cleaning the hallways on a weekly basis (this was fine with mom; she LOVED to clean). 

It is up to you, but I would at least charge her for the time it was vacant and any costs you had as a result of listings and cleaning.

David Green said it best, "focus on building one bridge from start to finish first, become a master then move onto something else."

Move in-out (including cleaning fee)Did I forget anything?

Generally speaking if the credit report is clean, the tenant will pay their bills, including damages.

The best decision I ever made was outsourcing the @Miranda M Vinson  I dreaded the constant communications and cleanings and people with stupid requests and reasonings. 

Any great self-managed property needs a high-quality photographer, handyman, cleaning crew, along with other property vendors as necessary (pool care, lawn care, pest control, etc.)What tools can I use to automate tasks?

It use to take me and a guy 3 days to do 1 clean up .

I'm trying to understand if we will need a property manager, or instead, just a handy man service, and a cleaning service, and we'll manage the property ourselves.

A tenant that doesn't call in repair orders all the time, keeps the place clean and never wants to leave is MONEY!