Jon Gruden pumping a fistJon Gruden (Photo by Ethan Miller/Getty Images)
Former NFL coach Jon Gruden has landed a surprising new job.

According to Barstool Sports owner Dave Portnoy, the former Tampa Bay Buccaneers and Las Vegas Raiders head coach has signed a multi-year deal with the company.

Portnoy posted the video below to social media, which shows the 61-year-old taking over a whiteboard session and asking a class including the likes of Portnoy and Big Cat whether they want to “learn some football” after explaining a play.

Check it out here:

Jon Gruden’s NFL career has been marred by controversy. He was forced to resign as the head coach of the Raiders in 2021 after leaked emails from 2011 to 2018 exposed him for using homophobic, racist, and misogynistic rhetoric.

The emails were discovered during an NFL investigation into the Washington Commanders

Gruden has stuck around the game, having been involved in several roles since leaving coaching, including consultancy. He recently appeared as a guest at a Bucs game, which suggests a mending of fences between the parties.

The Super Bowl-winning coach signed one of the richest contracts in NFL history at the time when he returned to the Raiders in 2018, securing a 10-year deal worth $100 million.

Fans will probably be curious to learn the figure he’s set to make at his new job.

PHOTO: Jon Gruden Was Spotted On Surprise NFL Team’s Sideline Today

Jon Gruden on Tampa Bay Buccaneers sideline Jon Gruden on Tampa Bay Buccaneers sideline (Photo via @gregauman X)


On Sunday, the Tampa Bay Buccaneers and San Francisco square off at Raymond James Stadium. A familiar face was in attendance as former Buccaneers head coach Jon Gruden was spotted on the team’s sideline.

Of course, Gruden spent seven seasons with Tampa Bay and made the playoffs three times. In his first season with the team, he led them to their first-ever Super Bowl win in 2002.

However, it goes much deeper than Gurden seeing his former team play. He was an official guest of the Glazer family, which owns the team.

The Glazer family officially bought the team in 1995, so Gruden was one of the first head coach-hiring teams they made as owners.

Could this be a sign of a reunion in some capacity or just old friends catching up?

Jon Gruden Had A Winning Record In Tampa Bay

Gruden had a slight winning record, with a 57-55 record through his seven years with the Buccaneers.

Of course, he won that Super Bowl in his first season, but he never won another playoff game with the organization, going 0-2 in two more appearances.