Super Bowl 50: 10 biggest underdogs of all-time

9. Tampa Bay Buccaneers: Super Bowl XXXVII

Another Super Bowl which had a connection between the two teams as the Oakland Raiders were favored over the Tampa Bay Buccaneers.

The most coincidental thing happened in this Super Bowl as the Raiders and Bucs had just orchestrated a trade for head coach Jon Gruden, as Raiders owner Al Davis preferred a more vertical attack than what Gruden’s offense provided while also wanting to avoid a big salary for the soon-to-be free agent coach.

Gruden then took a team that had been on the edge of making the big game with coach Tony Dungy and finally got them over the hump in his first season. Not only did they make it into the title game by convincingly beating the favored Philadelphia Eagles in the NFC Championship game, but they took that same fire to the Super Bowl against coach Gruden’s old team.

What aided the Bucs even more than Gruden knowing his old team was his close work with the man who replaced him. Davis decided it was best to promote Gruden’s offensive coordinator, Bill Callahan to the job of head coach.

This made it easy for the new Tampa coach to prepare his opponent. The Buccaneers spent the week before the game practicing against the offensive plays he knew Callahan would run. The result was a beat down of the heavily favored Raiders by a score of 48-21.

Next: Super Bowl IV