Former NFL and Super Bowl-winning coach Jon Gruden spouted off on a crazy theory he has for the San Francisco 49ers and ...

Longtime NFL head coach and Super Bowl champion Jon Gruden had a very blunt assessment of the 49ers' contract extension talks ...

Caitlin Clark's Dowling Catholic High School jersey was a surprise gift to Barstool Sports CEO Dave Portnoy from former NFL ...

With Ben Johnson becoming the 19th head coach in Chicago Bears history, there has been plenty of positive reaction to the ... and Super Bowl champion, Jon Gruden. Before the news of Johnson's ...

Former NFL head coach Jon Gruden took the state of college sports to task Thursday. Gruden, the former head coach of the Las Vegas Raiders and Tampa Bay Buccaneers, appeared on OutKick’s "Don ...

With two stints as head coach of the Las Vegas Raiders (formerly Oakland Raiders), Jon Gruden is a Silver and Black icon. That is only half of the reason it was so upsetting for owner Mark Davis ...

During the latter months of the regular season, Jon Gruden’s name was emerging as a potential candidate for a 2025 head-coaching job. A full week into the coaching carousel, however, his name has not ...

The Las Vegas Raiders took defensive end Maxx Crosby in the fourth round of the 2019 NFL Draft, which has proven to be one of the best decisions the franchise h ...

Before the 2025 coaching carousel started to spin, some were suggesting that Jon Gruden would get consideration for one of the various vacancies. His name never came up. There’s still one place where ...

It's essentially a toss-up that is difficult to handicap, but former Super Bowl champion head coach Jon Gruden wasn't afraid to weigh in on the debate. "This is the hardest game to pick of the ...

Former NFL head coach Jon Gruden did not hold back when speaking about the state of college sports while speaking with Dan Dakich. The former Las Vegas Raiders and Tampa Bay Buccaneers coach ...