NFL agitator Jon Gruden has taken a job with one of the NFL’s biggest agitators in all of media.

Gruden signed it multi-year agreement with Barstool Sports.

The Super Bowl XXXVII-winning coach of the Buccaneers was traded to Tampa by the Raiders before the 2002 season. He joined ESPN after being fired by the Bucs in early 2009.

Gruden returned to the Raiders in 2018. In 2021, he was essentially forced to resign by the selective leaking of supposedly confidential emails collected during the Washington investigation.

Yes, the outcome was inevitable given the content of the emails. No, that doesn’t make up for the seemingly deliberate attempt to eliminate him for a season.

A lawsuit was quickly filed against the NFL and Commissioner Roger Goodell. More than three years later, the question remains whether the lawsuit should play out in open court or in the NFL’s secretive, rigged arbitration court.

Recently, Gruden arranged for the case to be reheard before the full Nevada Supreme Court. If he prevails on this issue, the NFL will undoubtedly appeal to the U.S. Supreme Court, further delaying the case.

Barstool occupies a special place on the NFL’s unofficial shit list. Founder Dave Portnoy and others staged a sit-in in the lobby of the league office after Tom Brady was suspended for #DeflateGate. The NFL has since tried (sometimes successfully) to keep Barstool Sports personalities out of NFL events.

Earlier this year, Gruden launched a YouTube channel. It has done well. He is entertaining and informative.

Just as his lawsuit will be, if (as we hope) it ends up in court.