It's a new suburb just starting out ,there are no large single family rentals ,it's mostly townhomes that are being rented out, which falls in 2500-2700$ .

Goal would be to acquire 20 rentals by the age of retirement, with some already starting to be paid off.I am in the same boat as you, and I focus on safe appreciation all day (small cash flow for safety and then focused on markets on that appreciate). 

Started my journey in Rich Dad education and has lead me to note buying and selling.  

I recommend you start with what you know, at least with the bulk of your IRA.

Might start here: http://www.leg.state.fl.us/statutes/index.cfm?

While this trend is already common in downtown areas, will it start reshaping more traditional suburban neighborhoods as well?

I recommend you go to the source and educate yourself on all the landlord-tenant laws, particularly in an increasingly regulated state like Colorado.Here's a good starting point: https://doh.colorado.gov/landlord-rights-and-responsibilitie...

As a broker, you’ve already got a strong foundation, which will give you an edge in finding and structuring great deals.Since you're in Chicago, have you considered house hacking as a starting point?

My thoughts - this is a GOOD start.

House hacking a 2-4 unit property with FHA (3.5% down) or Conventional (5% down) can be a smart way to start, while DSCR loans or partnerships can help if you need alternative financing.