There are some nice, very affordable Indiana towns within an hours drive of Chicago.

It all depends on what's ultimately driving you and what you REALLY want to get out of it.

Then we upload the pics to google drive.

Which is not to be confused with the example at the beach.I own a house on Red Robin Drive, which is next to Christopher Robin Drive which intersect Miss Muffet, Little Boy Blue and Goldilocks. 

It is very nice because they all range from super conservative ( cash-only ) to leverage max potential.I look forward to interacting and learning strategies that will help put my goals into hyper drive.

I would drive that area first and reach out to an agent that goes by “Uncle Jack”.

Data and not opinion if you want a meaningful session which strategies are worth anyone's time.Till then I absolutely respect your difference in opinion, but I will still tell you "You are wrong".Bring numbers, not opinion to add value to this.

I’ve tried Driving for dollars, nothing thus far.

All on the Outer Banks of North Carolina which is a great regional drive to destination with a long established history of short term rentals as tourism is our main income producer for our communities with “relaxed “ STR rules and regulations.

Instead of thinking about some city where you know no one and can't get there, drawing a map out, within driving distance, can help you find up and coming areas with better in prices and decent cash flow.