Has anybody else in a similar situation found a win-win solution?

A flood policy is a possible solution but it has restrictions on what is covered in a basement and what constitutes a flood. 

I personally don't believe that business model is sustainable for more than a year or so.

Property solutions.

You've turned it into something that can be self-sustaining while you work on your others projects/investments.

I'm hoping now that the growth we're seeing in the Pigtown neighborhood and other similar neighborhoods is more sustainable as housing prices have risen slowly and mortgages are harder to obtain.Hopefully irresponsible investors stay away. 

And with the intent of never actually purchasing the property, let alone having to rehab and then rent or market it thereafter, Wholesaling is the fastest way to develop the most valuable skills of deal finding and deal making.How is that for a "solution"? 

I hired HJ solutions as a general contractor for a job in he south suburb of Chicago.

My number one goal is to help find a solution to a sellers problem before my own interests in a property .

Also as a wholesaler you are a problem solver / Entrepreneur: here are some basic suggestions that came to mind:  Make problem properties gone, LLC / Make Housing Solutions, LLC / Make Property Solutions, LLC  Reach out if I can be any assistance, cheers