RUBS sounds like it's worth learning more about, but as far as I've ever known, all Cook county landlords pay for water. 

I also hope that if I'm playing wholesaler by doing my own marketing this way, that it would open the door to slightly larger profit margins.

Anyone on the forums ever invested in something similar? 

I also don't know how quick to list vacancies on MLS/Zillow they are, so actual inventory could be smaller or larger than what my quick search on Zillow shows. 

Maybe at the 5 month time show them a few affordable choices and let them go ahead and pick.Be sure to follow through with what ever time frame you give them.

Will you ever sell?

If it's a larger organization, feel free to inquire about their different staff qualifications.2.

So 100% of all the funky claims you could ever come up with are covered, unless they are specifically listed as Exclusions.If the premium is identical, you always go with Special/All Perils

@Alex Meneses None that I have ever heard of.

This ended up being harder than I originally expected due to a number of factors, but probably the biggest one was that I had built my business up so quickly and had completed so many properties before I ever filed my business' first tax return.