You should consider consulting an attorney.

A few of the other top communities that you want to consider are Championsgate, Solterra, Windsor Island, Windsor Hills, Paradise Palms, Windsor at Westside, Storey Lake.

You can be sure they will continue to negotiate for, strategize and advise themselves.If the laws are similar where you are, you should consider if you want someone doing those things for you, and whether you are comfortable going toe-to-toe alone with a licensed professional on a $1.25 million purchase.

Of that 80,000 I average between into 600-1,000 per paycheck (biweekly) into a fund I am considering for investing.

Instead of focusing on move-in-ready rentals, consider fixing up a cheaper property (BRRRR method) to add value and boost cash flow.

Consider self-managing if:✔️ You have the time to handle tenant issues and maintenance requests.✔️ You want to maximize profits and keep full control.✔️ You’re willing to learn Chicago’s landlord-tenant laws.Consider hiring a property manager if:✔️ You have a busy schedule or don’t want landlord responsibilities.✔️ Your house hack is more than a 2-unit property and requires more oversight.✔️ You’d rather pay for peace of mind and legal compliance.Final ThoughtsIf you’re house hacking a small multi-unit (like a 2- or 3-flat) and are comfortable being hands-on, self-managing can be a great way to save money and learn the business.

(Currently managing STRs and that’s taking up a lot of our time)* MFH vs SFH: We could consider a small apartment (20-30 units) but we are mindful of vacancy-risk of SFH and high-PM-cost of MFH.

Also, the term "house hacking" is generally used for your owner occupied home (renting out rooms in your primary home) and that income cannot be used to help you qualify (it is considered boarder income). 

Charge them for when you believe would be a tenant charge and re-consider if/when they appeal. 

Are there other players in this field that I should be aware of and consider talking to before making a final decision?