Gruden headed the Buccaneers from 2002 to 2008, a run that actually began with a Lombardi Trophy out of Super Bowl XXXVII.

Jon Gruden responded, “The Bears with the young quarterback are interesting,” a strong nod to rookie Caleb Williams.

Jon Gruden has a way with words. Gruden was appearing on a live stream in Chicago for “Thursday Night Football” as part of ...

The NFL's pass interference rule often sparks controversy, and a Super Bowl-winning coach wants the league to impose penalty ...

The Pittsburgh Steelers haven’t looked as solid as they were earlier in the season over the past couple of weeks. They couldn ...

The Las Vegas Raiders had odd days under Jon Gruden, including times he brought in characters like Antonio Brown.

As Beyonce performed hits from her Cowboy Carter album at NRG Stadium in Houston at halftime of the Texans-Ravens game, the ...

Jon Gruden has been recounting plenty of stories during his coaching days since joining Barstool Sports, and this one may be ...

Jon Gruden believes the NFL has a pass interference problem. Gruden, who recently signed a deal with Barstool Sports, was a ...

Jon Gruden suggested a major change in the way the NFL is officiated. / Vincent Carchietta-Imagn Images Of all the ...

Longtime NFL coach Jon Gruden did not hold back his negative opinions of Starkville and Mississippi State football's cowbells ...

Dave Portnoy finds booking odds disrespectful as Patrick Mahomes & Co. seem to have the same chances of winning the Super ...