Since we are doing this already for our clients, is there a probability that we could do this officially and legally?

If you need financial help, ask under the "Finance, Tax, and Legal" forum.

Reading on Nextdoor app, it seems that most complaints are about the noise and property crime. 

If they got a nice cushion of savings say like 10-20k, I would probably accept them as tenants assuming all the other ducks are in a row and if they are willing to put first, last and security down (if legal in your county/state).

Are we good to proceed to file the Landlord/Tenant complaint without a notice requirement?

Is it legal in IL to double-close and essentially wholesale without a REA license?

But, you are under a legally binding contract.

Look up real estate workshops (same company different name) and read about all the complaints 😎 😅 I’m one of the ones that bought it because I wasn’t sure if I really wanted that much hand holding, if I’d make a $35k mistake in the process and MAYBE they could help me and MAYBE I didn’t want to pass up on the opportunity.

@Greg Lovern Does it debt cover using the market rent from the legally conforming unit(s)? 

I'm being suggested to use my insurance to get the repairs done.Question: Do I have enough here to pursue a legal route?