Id contend, and Im curious to know what @Ned Carey thinks of this, that the biggest challenge is the municipal risk involved in Baltimore, with a local government that is largely anti-landlord, and a city constantly on the verge of bankruptcy. 

Hello,I am an appraiser and real estate broker in the Madison, WI area who is looking to expand my real estate portfolio into cities with stronger cash flow opportunities and Milwaukee seems to be a strong contender.

I have a property manager that deals with section 8, so I haven't had to contend with frustrations around direct interactions.Darrell

It's a strong contender if you are also open to 1-4 units. 

The finance contingency restriction could mean the property is not financeable and it can also mean, they do not want to contend with trying to inflate the price above what a lender would allow for title seasoning.It smells like they are not owners and are trying to sandwich themselves in the middle.

So, there's that to contend with.  :-)

@Dawn  I contend that over the long haul (e.g. 15 years) the 50% rule is pretty accurate.

You've got some issues to contend with.

Last time there was no crowd to contend with.Fox and Hound1001 Northeast Green Oaks BoulevardArlington, TX 76006(817) 277-3591

Definitely a "sneaky" contender for top 10 for me.