(This following column is by my former Chicago Now colleague, Adam Oestmann.)
Let’s start here: George McCaskey is not an idiot. A graduate of the Arizona State School of Law, McCaskey once served as an assistant state’s attorney in DeKalb and Lee counties before taking a position as ticketing director with his family-owned football team, the Chicago Bears, in 1991.
George would do that job — and by all accounts do it well — for the next decade, before being appointed Chairman of the Board following the retirement of his older brother Michael in 2011.