We work with the local Alderman and Police to make sure our properties are routinely checked on.  

Do they handle coordinating routine vendor services such as pest control/pool cleaning, or is the owner required to coordinate that?

Tenants with lousy rental histories do tend to focus on dealing only with private landlords because they know larger company do routine screenings while we "little" guys might not.Gail

Hello Larry:   Yes....I looked at some of the turnkey outfits also and they seem to be reasonable, however, most of these are out of town and I am uncomfortable owning a property remotely.  

So do you think I should just keep the property, add the sump pump, and routinely waterproof the walls every few years?

For example A cabinet door that will not stay shut and I run into it every time I walk into the kitchen, or water pressure that is so low I can’t get all the soap and conditioner out of my thick hair or windows that let cold air come in and make me really uncomfortable and drive my heating bill up .

I now recommend having them sign a contract saying they will communicate status once a month with distributions (even if status hasnt changed) and hiring a company with an internal maintenance person so as to avoid paying excessive maintenance fees for routine things.

If you don't know what direction to go you'll never get there.4) Develop a routine.  

Hoping to get a reputable property management company to manage the property while providing me with routine updates.

Get comfortable with being uncomfortable.