Realtors will be able to help with resources like that. 

They should at minimum be able to point you to a resource that can help. 

@Jennie Berger gave you the whole kit & caboodle on Chicago zoning so I don't have a ton to ad, however, I'd highly encourage you to engage an architect like @Samuel Pavlovcik or @Prashanth Mahakali, both are awesome local Chicago resources.

Question for the experts here is which are the top three Real Estate Investment coaching programs that are known?

Wonder what they charge developers to access their capital resources.   

So Augusta, GA is one of the locations that has been on the top of my list.  

That way I know I am always earning top $$$ on my investments.

I know I might be out of your area, but I’d be more than happy to share any resources or information you might need.

How are you going to get "top lenders" to compete for your business,, if you haven't even established a relationship with them?

With the massive increase in STR properties in the US, I am hopeful that lenders and appraisers will evolve to apply income/exp metrics to STR deals specifically, on top of generic property comps.