Through my studies, I met my current employer, who owns a construction company where I serve as the Sales Director.

I've considered a property management company, but the cost just doesn't seem worth it although it would be convenient.

Here are a few additional strategies that might help mitigate risk if you decide to rent the property:Hire a Strong Property Management Company: While you’ve already spoken with some PMs, consider finding one with extensive experience managing single-family rentals in Cook County specifically.

I like to think I have done ok. for me finding properties is sales - managing real estate and growing your company requires problem solving. 

When I first began, working with a property management company, they asked me to provide (and list clearly) the starter set that came with the house.

If you math it out it is probably unlikely that you will be cash flowing on a property that you are using 100% leverage on from a turnkey company.

However, after he saw the quantity of ADU applications come across his desk to plan check he went out and started his own consulting company.

Find information on transfers is kids play for any of these companies. 

Personal loans through the credit card companies can be approved and fund very quickly and my best rate is 7.9% so shop around as some are much higher.

Quote from @Elias Halvorson: Aloha Diandre, You will get 100 people responding on here responding they can do it and their company focuses on it.