Jon Gruden, Oakland Raiders
Jon Gruden (54) is the current head coach of the Oakland Raiders. He began his coaching career in 1986 as a graduate assistant at Tennessee. In 1988 he became the passing game coordinator for Southeast Missouri State. The following year, he was hired as the tight ends coach for the University of the Pacific. Gruden made his NFL coaching debut in 1990 as an offensive assistant for the San Francisco 49ers. In 1991, he briefly returned to the NCAA as a wide receivers coach for the University of Pittsburgh for a year. He came back to the NFL the next year as an offensive assistant for the Green Bay Packers. He was the wide receivers coach for two years before being promoted to offensive coordinator in 1995.
In 1998, Gruden was hired as the head coach of the Oakland Raiders. In 2000, he led the team to its first division title in a decade and to the AFC Championship Game. The next year, the Raiders returned to the playoffs only to lose to the New England Patriots in the infamous “Tuck Rule” game. In 2002, he was hired to replace Tony Dungy as head coach of the Tampa Bay Buccaneers. He led the Bucs to a Super Bowl win over his former team less than a year after his departure. He set the Buccaneers franchise record for wins with 57 and has a 95-81 record overall as a head coach. After a nine-year stint away from coaching, and working as a broadcaster, on January 6, 2018, Gruden was hired as the head coach of the Oakland Raiders with a 10-year $100 million contract.