When Jon Gruden stood at a podium at the NFL ombine in 2003 — a month after leading the Tampa Bay Buccaneers to Super Bowl victory over the Oakland Raiders — he admitted that he felt a sense of accomplishment and the thought of “floating down the river” while listening to Jimmy Buffett music crossed his mind,
Basically, Gruden considered hanging it up after achieving the greatest accomplishment in football coaching. He was 39 at the time and had become a head coach at 34.
Gruden is one of the mentors for LA Rams’ Sean McVay, who became a head coach at the age of 30, becoming the youngest modern head coach in history.