We're close to many parks (large and smaller), the Lake, Chicago River, transportation, restaurants, shops, groceries, Soldier Field, and a variety of hospitals and universities.My MTR (a private bedroom and bathroom in my 2 bed 2 bath apartment rental where I presently live) does extremely well.

An activity is a personal service activity if it involves the performance of personal services in the fields of health (including veterinary services), law, engineering, architecture, accounting, actuarial science, performing arts, consulting, or any other trade or business in which capital isn’t a material income-producing factor.7.

- My area of expertise is within the field of architecture and construction.

What might help you for the next attempt is to read (BP's book written by yours truly--The Hands Off Investor), and network (join a community where investors discuss deals, trade advice and observations--coming soon will be Passive Pockets, an offshoot of BiggerPockets which recently acquired the popular passive investing group Left Field Investors).

Yes, the landlord laws may not be as friendly, but maybe I could just be really stringent when fielding tenants?

At the time of my purchase I was swayed by my realtor and his affiliated PM business despite  numerous higher ups at my employer trying convince me otherwise.

I have some auto-denials in the "review phase" based on landlord reference such as numerous late pays on rent, numerous documented lease violations, and move-out damages exceeded collected deposit... but still have yet to enter the "landlord reference/review phase" of my screening process due to the details on their CBR's as noted above. 

I drove through some community and like a after war field. 

Be prepared to followup numerous times.Highly likely the owner will treat your letter like junk mail.

I've received numerous different feedback but would like a direct answer to make sure I understand how the process goes in transferring a RE license and Broker license to another state.