Milwaukee has a lot of old neighborhoods, so any form of rehab-driven strategy has plenty of opportunity.

I'm planning to invest, start small and get my way up which area you think is the best for me to start looking?

Quote from @Paul Cijunelis: The property owner fills out the form, along with their agent/PM.

For me, this means I provide them with the pertinent telephone number to contact me, the name and number of my contractor, and my email address.

I have, however, gotten other tenant types form Zillow - mostly insurance relocation claims

I want my occupancy (and revenue) to be maximized so, for me, it's very important to have something unique that the other places don't have so my condos will stay rented throughout the low season and in case of a downturn in tourism.

I have property managers who work for me.

I'm definitely interested in this if it ends up forming. 

It will reduce cashflow going in 0 down but is a good option for me.3) I'll be living on site and will be available (as will my fiance be) 24/7.

For me, I would fix it now so its one less thing i have to worry about - but if the $25k would set you back a lot, then many would wait.