Jon Gruden The Bucs' seventh head coach came about after a search lasting nearly two months and more false starts than the 1993 Grand National. Eventually Tampa Bay got their man but at the highest price ever paid for a head coach as two No.1 picks, a No.2 and a No.3 pick and the small matter of $8M went from the Bucs to the Raiders. Gruden also got a five-year contract from the Glazers in moving across America and the youngest head coach in the NFL took up his position in February 2003. Having been offensive co-ordinator of the Eagles for three years, Al Davis made Gruden head coach of the Raiders in 1988 at the age of 34. He fashioned a 40-28 mark in four seasons, never posting a losing record and going 2-2 in the playoffs. But with speculation that he would not be kept on after the 2002 season and not wanting to be a lame duck coach, he switched California for Florida and returned to Tampa where his father had once scouted for John McKay and a young Jon Gruden had played QB at One Buc Place with the likes of Doug Williams. The results speak for themselves. Improving the moribund offense throughout his first season and turning the defense totally over to Monte Kiffin, Gruden became the youngest coach ever to win a SuperBowl as the Buccaneers ended 27 years of frustration by destroying his old team 48-21 in San Diego. Jon Gruden is married to Cindy, a former University of Tennessee cheerleader. They have three sons, Jon II, 7; Michael, 4; Jayson, 1. Jon Gruden also is one of three sons of ex-Bucs assistant coach Jim Gruden and his wife, Kathy. His brothers are Jay (Orlando Predators quarterback and former coach) and Jim (a New York City radiologist).