We bought a medical building a little over a year ago.  

I had lines stapled around the baseboards in a rental.I needed to install new floors and after removing the baseboards I noticed that it would be a pain to re-staple the lines.

The seller may come back and be a pain.

I want to make sure someone pays there bills, but its ok if they have had a hickup (medical bills lates, or some other short term problem.,,   I'm lucky in that i have minorities or some type in the majority of my houses, no one could say I descriminate based on race, I am prejudice against people that don't make enough money or have horrible credit, are rude, stand me up for a showing or come accross like they will be a horrible tenant (car is filled with trash, etc) but those aren't protected classes.One thing I have a harder time with is one wants to move in 15 days before the other,,if everything is equal, or both are acceptable, i take the one moving in first if that fits the date the house will be ready

Wanted to hear what owners feel might be pain that a property manager can solve.  

that's why the first thing i do when i purchase a house is rip the alarm off and disconnect the sprinkler system. they are nothing but a pain when they go bad and alarm system gives the potential tenants an impression that the area is bad. and why would you want that? 

But still, it's painful!

The Aussie just thought everyone pays rent on time ..I remember talking to one that was so frustrated because the rent was not like there rental in Sydney posted on the 2nd of every month ( actually every two weeks)  When I informed them that many if not all renters in lower end homes do not have checking accounts and never will be able to bank like they do .. they just could not understand that. top that off with 80 % of the tenants are single females with kids your just not going to get consistent cash flow ever...Sad state of affairs but reality or if you think I am wrong let me know.And like what I said about these crooks doing this business Sociopaths all sleep very well that's a medical fact.

@Jay Hinrichs Yeah, HOAs can be a pain to deal with. 

This may be the less painful alternative.