I have noticed a lot of investors are seeking out cities that are offering lower priced lots and simply adding a Modular or Manufactured and capturing a very nice cash flow.There is a new trend starting in Florida and in other states where an investor buys a piece of land or lot and add a 'Tiny Home". 

I have a client in Kansas City that does this.

THEN, during the phase where a SFH investment went bad, there is the stress of hearing about, and PERSONALLY dealing with a stressing about it. ie. tenant stops paying rent, political problems in the city causing massive differences in fundamentals, tornado hits your house, then you are IN THE THICK OF IT for a few months, dealing with the fact that this investment you already put 10-12 hours into, probably will take another 10-12 hours of your own stress as the $50K loss materialized.

I've lived here my whole life and have really seen a dramatic change in this amazing city. 

Chicago cap rates are actually much higher then other comparable sized cities.

I navigate through cities and towns, identifying areas that are both friendly and challenging for STRs.

Then later on purchase homes with cash (single family homes), I would like to learn how to read the market and know where a state or city is thriving but also learn where it's not.

Big Banks like Wells Fargo, BOA, Citi, US Bank, and Chase utilize lending programs aimed to service large swaths of depositors.

Plus virtually every city of note has a REIA with monthly meetings and other meetups.

@Sean Doyle - Toledo is the only city I operate in.