Buying in a city center tends to be more expensive.

I am writing a letter to the tenant informing him that he needs to file a new form with his Center authorizing OUR company to receive said letter approving these cats.

Need to make sure the OM is counting market vacancy and reasonable management fee to arrive at stated NOI otherwise appraiser will make adjustments and likely lender will alter loan terms.CMBS is usually not optimal for small deals like that retail center.

Henry, Douglas, Rockdale and Coweta County would be worth a look if you don't mind being a little further from city center. 

Have any of the questions centered around being LGBTQ friendly or about the area?

He will have the same problem whether he rents to a long-term tenant, short-term, arbitrage, master lease, daycare center, or whatever.Learn how to find a good property manager and let them handle it.

If places like Pilsen and Humboldt are too expensive, maybe try the area by United Center (getting better quick as West Loop pushes west), Bronzeville, Belmont-Cragin and Portage Park to the north.

@David OlsonDavid, below please find a story from the local paper about this topic.Pittsburgh Post-Gazette new story on declining populationYou have to keep in mind that Pittsburgh is the oldest major metropolitan center in the USA.

I know a call center is exactly what I'd be paying for but I was hoping for a little more. 

The whole point is that cash flow is an important thing, but it is not the only thing ... when analyzing properties a savvy investor needs to consider ALL of the profit centers (cash flow, appreciation, tax benefits, and mortgage pay down) over the entire life of the investment (not just day 1 or year 1) and also consider the risks and headaches involved in obtaining those profits.