I would be happy to forward you the contacts of these folks so you can reach out, as well as a referral for a short term rental consultant who may have some insight.

Make sure your wife agrees with this plan, though.

My preliminary research on Zak has not shown much negative things yet.

I would recommend you begin researching Chicago based meetups as there are a bunch of really good ones.

You don't even check for these types of Tenants!!!"

Fines for unsolicited calls and texts run from $500 to $1,500 PER CALL and there are a lot of attorneys out there looking for people like you to sue.  

Hopefully, she'll just move this time. 

Going through my real estate journey I have learned a lot, I am 24, a veteran and a graduate from Temple University,I started with aspirations of investing on a property and making a quick flip.My problem lied with fear of failing, my capital and my savings.I decided I wanted to learn the real estate market and know the ins and outs before I would make a bold choice on buying my first real estate home.

If you are interested in helping out please comment or DM me and I will coordinate a call with you. 

Don't just find out how it's all licensed and check on any historical issues with it, no you want to meet with local board members, find out how they really feel about the place and what the cities wants and plans are for the place.