 From 2002 to 2008, he served as an offensive assistant for the Tampa Bay Buccaneers in the National Football League under his brother, head coach Jon Gruden, earning a Super Bowl ring for the Bucs' win in Super Bowl XXXVII.He left the team after his brother was fired following the 2008 season.In 2009, while the Predators were on hiatus during the bankruptcy reorganization of the AFL, he was selected to be head coach Jim Haslett's offensive coordinator for the Florida Tuskers of the United Football League.