The falling population is likely attributable in part to bleak economic conditions.

I hesitate to use the term "slum lord" but the conditions some of these residents are living with are not healthy. 

Add all adults to the lease and make them 100% liable for all terms and conditions, regardless of who is paying.You can create a new lease, but adding tenants can be as simple as having them sign the existing one or typing up a short addendum.

If it is due to a condition of the property (multiple losses, unrepaired damage, etc.) it will be more difficult to get a regular company to write it. 

Getting crime under control is a necessary although insufficient condition for strong property rights.

I don't anticipate needing any capital repairs in the 3 months between purchase and January as the units are in good condition and rentable now.It is also a possibility to do a HML rehab loan as the house does need about 15 windows (houses in this area are all old victorians built in 1800's), this would only require 10% down.

I am now going to have to put approximately 7k in it to bring it back to rent or sell condition.

I guess it also depends on the overall condition of the pool.

They can take time with their search and be more selective about a property’s location and condition.

After posting a monthly market update for Milwaukee every month for the last 5 years and looking at the data every month and the dynamic that makes prices inch up month after month it is becoming more of a certainty to me than a possibility.Because the reasons don't change: we keep devaluating the paper dollar, we still have a chronic housing shortage and we are not building nearly enough to even keep up, let alone to catch up from the deficit we carry.