It's just like a sports team, when the next round of properties turns over at 20% to 30% returns for those JV partners, my stock rises once again and there is no end to the stream of partners headed our way.As to GF, they run a great program showing good returns.  

(Thank you to @Elizabeth Faircloth for helping to set this all up.)Matt was able to give us so many actionable tips and was a great sport despite the late hour on his end (past midnight) and technical difficulties on our end.

The key differences between the two groups of cities that you mentioned are 1)  No need for a car2)  Numerous colleges and universities.3)  Historical significance4) Well educated population5)  Pro sports

Then again, according to the butterfly effect, had I invested those funds instead of buying a car, I could be writing this today wishing I had never invested into some bad stocks or something and instead just bought a sports car - who knows.Of course, that's what is interesting about the "woulda, coulda, shouldas" of life, sometimes they may not have been the grand successes they were had we taken different approaches - hindsight is always 20/20.  

I had a sales rep agency in the sporting goods business.

It might not be a productive use of my time but it will be more entertaining than listening to the same old boring news and/or sports radio.

Reffing High school/ youth sports

Not that Indiana isn't a great place but I'd rather be where the action is and enjoy summer sports all winter long in the sunshine and warmth. 

Cleveland is often known for its famous sports teams and continues to develop the riverfront area between the stadiums.Cleveland’s job market continues to grow with a sizable push from the health care industry as well as large companies such as Cliffs Natural Resources, Forest City Enterprises, Sherwin-Williams, KeyCorp, and NACCO Industries.

I personally love living in a big urban area and enjoying all of the attributes of it(walkability, mass transit, culture, diversity, incredible restaurant and nightlife options, architecture, pro sports, entertainment), but I realize that's not for everyone.