Matt Cassel and Mike Vrabel
Cassel played quite capably throughout 2008, the season Tom Brady missed because of a knee injury, and led the Patriots to an 11-5 record, but the team missed the playoffs. Two months after the season ended, Cassel was traded to the Chiefs—run by ex-Patriots personnel boss Scott Pioli—on Feb. 27, 2009 along with Mike Vrabel for a second-round draft pick.
Vrabel was the more shocking aspect of the trade. The versatile linebacker—he was sometimes used in a receiving role—was a fan favorite who won three Super Bowls with the Patriots and was named to the Pro Bowl in 2007.