Jon Gruden is a professional football coach. Gruden transferred to the University of Dayton as a sophomore. At Dayton, he was a three-year letterman and backup quarterback for the Flyers under coach Mike Kelly. 

He first served as the Raiders' head coach from 1998 to 2001 during their tenure in Oakland and rejoined the team in 2018. In between his tenure with the Raiders, he was the head coach of the Tampa Bay Buccaneers from 2002 to 2008, whom he led to their first Super Bowl title in Super Bowl XXXVII. At age 39, Gruden was the then-youngest head coach to win the Super Bowl. In his first stint with the Raiders, they posted consecutive 8-8 seasons. Immediately after arriving in Tampa Bay, Gruden significantly retooled the offense with the addition of numerous free agents. His determination to fix the under-performing offense, so often maligned during Dungy's tenure, inspired Tampa's defense to another #1 ranking, which helped the team to a 12–4 season. Both the offense and defense hit their stride in the playoffs; the Buccaneers posted a playoff per-game point differential of 23 points per game in victory, tied with the 1992 Dallas Cowboys for the highest average playoff margin of victory by a Super Bowl winner in the free agency era.

Gruden also served as an analyst for ESPN and Monday Night Football before he returned to coaching. As of 2021, Gruden is the head coach of the NFL's Las Vegas Raiders.