Would love to network, learn, and be a resource for anyone in the area :)Hi @Bridget Huston, welcome to the BP Forum! 

So for example, let's say a friend of mine wants to get involved in real estate but doesn't have the time, knowledge, experience, or resources to do it very well.

Assign a contract: This is where you get a property under contract and you "fee" that you collect at closing is for giving the end buyer the rights to execute on the contract.

However, if you're tackling rental properties, it's best advised just to connect and work with a reliable and resourceful contractor who will shoot you straight. 

We plan to share ownership of the property as I am going to invest my money into developing (building a Detached ADU in the back) and re-modeling the property so that we can collectively sell it for a profit.

Meetup.com is a good resource for those but some of the groups will also post here on Bigger Pockets Marketplace too.

We have a ongoing list of each along with their fees and what state they are licensed to collect debt in.

I'm curious to connect with any other STR/ MTR owners in that area to get more info on resources that are in the area and what challenges/ successes you have had there. 

This includes preparing the property for renters, pricing it right, marketing, application screening, collecting rent, dealing with unpaid rent and other lease violations, security deposit disposition, inspections, and so much more.

@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.