LB Dick Butkus, Chicago Bears:
Like Tony Gonzalez on the slide before him, Butkus is arguably the best at his position in NFL history, so the fact he never won a Super Bowl is equally as bad as Gonzalez not winning it. He only played nine seasons, but Butkus was voted to the Pro Bowl in eight of those and selected First-team All-Pro in six of them.
He also won the NFL Defensive Player of the Year award twice from 1969-1970. Butkus essentially created the modern style a middle linebacker is defined by, and remarkably enough, he’s still the measuring stick for the position to this day. He always will be, so it’s shame he doesn’t have the one piece of hardware he lacks after playing for a franchise with so many of them like Chicago.