Barstool Sports signs former NFL head coach Jon Gruden to multi-year contract

Former NFL head coach Jon Gruden has a new job. The Super Bowl champion has signed a multi-year contract with Barstool Sports, per Adam Schefter.

Barstool founder Dave Portnoy quoted Adam Schefter’s post with a video making the announcement. There, several Barstool employees can be seen getting coached up improperly. So, Gruden comes in to teach them how to run the play properly.

You can watch that video of Barstool announcing its hiring of Jon Gruden, here:

Let's go! @barstool_gruden https://t.co/psaRpt6opo pic.twitter.com/t0v6KLMFhN

— Dave Portnoy (@stoolpresidente) November 14, 2024

Once Gruden comes in, the seemingly bored Barstool employees get more energetic before the screen cuts to welcoming Gruden to the company.

Jon Gruden’s coaching career began as a graduate assistant at Tennessee in 1986. By 1990, he had his first stint as an NFL assistant coach. He would later become the head coach of the Oakland Raiders in 1998 before being traded to the Tampa Bay Buccaneers in a rare coach trade. He then won a Super Bowl with Tampa Bay, beating Oakland to win it.

After his time with Tampa Bay, Gruden began a media career. In 2009, he was made the color broadcaster for ESPN’s Monday Night Football broadcasts. On top of that, he would help with ESPN’s NFL Draft coverage and had his own series on the network called Jon Gruden’s QB Camp.

Jon Gruden would leave ESPN following the 2017 season to return to coaching with the Raiders, who moved from Oakland to Las Vegas during his second tenure there. However, that second tenure with the Raiders would end in controversy when emails that he sent to Washington general manager Bruce Allen were found to use slurs and shared topless pictures of women, among other issues. That led to Gruden being removed from the Tampa Bay Ring of Honor.

Jon Gruden finished his coaching career with a record of 117-112 in NFL games. He was also 5-4 in the postseason with a Super Bowl win. He has five division titles.

Later, Gruden would join the New Orleans Saints in an advisory role. The goal of that was, largely, to help former Raiders quarterback Derek Carr adjust to New Orleans.

Now, it’s unclear what the exact role will be for Jon Gruden with Barstool Sports. Regardless, he’s a big name in the football world who has clearly had success in the media landscape. So, there will likely be several roles for him to play.