That’s the question that Reason TV asks, and answers, in a six-part video series this week. Their case study is Cleveland, which Forbes recently called the most miserable city in America. Featuring proud Clevelander Drew Carey, each ten-minute episode investigates and analyzes the problems that turned Cleveland from the nation’s sixth-largest city in 1950 into today’s “Mistake On The Lake.”

This is very well done and very informative. It’s especially valuable since it applies to many American cities that, like Cleveland, are shedding people and jobs, and have very little to show for themselves in terms of education, redevelopment, and business climate.

All the episodes are here.

Also, tonight at 8pm and 11pm on Fox Business News, John Stossel is having a special show on the Cleveland doc series. His guests: Drew Carey, Reason TV editor Nick Gillespie, former mayor of Cleveland and current U.S. Congressman Dennis Kucinich, and former mayor of Indianapolis Steven Goldsmith. Make sure to tune in.