You can find out about local events that impact landlords and renters in that area and also learn about the local standards.

I am trying to figure out whether the quality of renters and level of crime in the area would make it a good place for Class B quality buy and holds.  

Renters handle the electrical and water, and manage the lawn.  

A recent study from Rentcafe found that Milwaukee is the third most competitive market for renters in the US, ahead of NY.

I think it's best for you to continue paying it until this tenant is out, then fix it for the next renter.

Since this tenant will have rights as a long term tenant if they do not vacate the unit for you to use you cannot trespass them and have the police oust them like you might a short term renter who doesn't have those rights. 2.

You could go into NJ (although the cost to play is high in Northern, but the rents can be very nice), or you could bypass and head into PA near Delaware Water Gap and get low taxes and good renter options.

It might be different if it was a primary residence but with renters the wear and tear will be much greater and any small issues magnified.

The massive influx of full-time residents to our market in the last 5 years has led to a shortage of affordable housing for renters. 

If the tenant breaks their lease after three months, you are obligated to find a new renter, only charge the original tenant for rent up until the new tenant takes over, and then refund any unused funds.