Buying a first mutliunit out of state? Pros - cons? Looking at WI

[Kuriakos Mellos]

Hi there,  after reading a few posts and going thru one of the books Brandon wrote - I realized that I might be able to find a much better deal by just heading north of the border of IL to WI.    Has anyone gone thru the process of buying their first multi unit outside of where they live ?  I would obvioulsy have to work with property managers so a bit nervous about that - any feedback as to who to partner with ?  I found a pretty solid realtor but anything else I should keep an eye out for as I dive into this ?  I could get a two or 3 flat for the price of a condo in Chicago, and turn it cash flow positive almost immediately.  

Thanks!