I attempted to engage in professional discussions with you on here when I did work for RADD and represented them (Dutch) in a professional manner, you had no desire to do so other than to continue to post.   

The rental had ratty furniture, a record player prominently featured in the marketing but it had no speakers, missing basics items in the kitchen, lots of drunks in the concrete hallways that reverberated right into the bedroom at 2am, a strong odor of urine outside, and more.We have super hosts in this forum that have hundreds of 5-star reviews and are masters of the craft, but I look at their rentals and see they don't have any artwork on the walls, decor is basic, they do nothing to make the guest feel welcome, etc. 

Also if someone is hostile to me I don’t engage in an argument per se, but I avoid them going forward.I know people are busy, but one thing that also bother me exceptionally.

If so, no need for the red carpet or engagement photos, just focus on what they really care about: a great property, immaculately clean, and a seamless guest experience.It feels like you’re trying to cater to anyone and everyone, which can dilute your overall appeal.As for the garage games, many guests might actually prefer parking in the garage.

However, to ensure your plan remains compliant, including plan document maintenance and plan operation, you should engage alternate service providers.

@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.

Any suggestions I should consider before engaging them?

That's not everyone - some legitimate players may just be short on cash because of projects (I've been there) - but it is a lot of people. 

The book is useful for understanding how to structure deals, assess risks, and think like a lender, rather than just an investor.Pair this with engaging in forums like this one and attending local meetups to put what you learn into practice.

If curious, here are the last two: Jan 2023: Multifamily Real Estate is At Risk of CrashingFeb 2024: Multifamily is at High Risk of Continuing It's Historic CrashI think that the title for my 2025 analysis (likely Jan/Feb publication will be something more like:Multifamily is Finally Going to Hit Rock Bottom in Q2/Q3 2025 - Get Ready to Buy a LOT of itAs usual, I like to publish my draft thoughts here to get input from key players in the space and these forums, especially folks like @Brian Burke, to see if I am missing any high level areas, before I get into the weeds and look at the data more deeply and regionally.