The biggest risk I see is one decent size hiccup and they could be toast.

Try to stay close to the median home price for that city. 

Florida also have many more high end places than Oklahoma (we are much more of a blue collar city in my experience). 

My PM is key to my success.San Diego Condo: This is your biggest concern.

Property values have been appreciating rapidly in recent years, and the city’s population has started growing again—a trend we haven’t seen in decades.I’m also based in California and have been investing in Detroit for several years, so I understand the concerns of out-of-state investing.

I'm not as familiar with Cincinnati, but I have seen many headlines about the city's growth. 

Like any city, there is dilapidated housing stock in rough areas that can cost more to upgrade than they are worth. 

We haven't even discussed carriers raising their rates due to their reinsurance carriers increasing their rates, your building locations (CA, FL, NY, coastal counties/cities, etc.), how litigious is your state, your own loss history/ratio as an individual investor, the carrier's overall loss ratio in a certain state/area, the deductibles you've elected, etc. 

Part of this is regulations in my city, but after having done it this way, I wouldn't ever want to do it with a single family home.

@Justin Goodrich I can speak for a lot of investors and say our biggest problems are out of our control.