The Super Bowl is right around the corner, and since the Chicago Bears aren't playing in the game, I figured I'd try to find someone with at least some small ties to the Windy City.
If a winning sense of style brought actual real-life wins on the football field, this guy would be well on his way to being considered one of the greatest ever.
There's a part of this that never gets old to me. It's where you remember someone from your childhood and high school days and watch their career come full circle.