Gruden’s messages were sent to Bruce Allen, the former president of the Washington Football Team, and others, while he was working for ESPN as a color analyst during “Monday Night Football,” the sports network’s weekly prime-time telecast of N.F.L. games. In the emails, Gruden called the league’s commissioner, Roger Goodell, a “******” and a “clueless anti football pussy” and said that Goodell should not have pressured Jeff Fisher, then the coach of the Rams, to draft “queers,” a reference to Michael Sam, a gay player chosen by the team in 2014.
In numerous emails during a seven-year period ending in early 2018, Gruden criticized Goodell and the league for trying to reduce concussions and said that Eric Reid, a player who had demonstrated during the playing of the national anthem, should be fired. In several instances, Gruden used a homophobic slur to refer to Goodell and offensive language to describe some N.F.L. owners, coaches and journalists who cover the league.
Gruden said in that interview that had used an expletive to refer to Goodell and that he did so because he disapproved of Goodell’s emphasis on safety, which he believed was scaring parents into steering their sons away from football. But Gruden’s behavior was not limited to 2011. Gruden exchanged emails with Allen and other men that included photos of women wearing only bikini bottoms, including one photo of two Washington team cheerleaders.
Gruden also criticized President Obama during his re-election campaign in 2012, as well as then-vice president Joe Biden, whom Gruden called a “nervous clueless pussy.” He used similar words to describe Goodell and DeMaurice Smith, the executive director of the N.F.L. Players Association.
Some of the emails between Gruden and Allen also included businessmen friends, Ed Droste, the co-founder of Hooters; Jim McVay, an executive who has run the Outback Bowl, annually held in Tampa, Fla.; and Nick Reader, the founder of PDQ Restaurants, a Tampa-based fried chicken franchise. The exchanges begin as early as 2010 while Gruden was an analyst for “Monday Night Football.”
Privately, Allen and Gruden appeared to have few boundaries in expressing homophobic and transphobic language. In one email from 2015 that includes Droste, McVay and others, Gruden crudely asked Allen to tell Bryan Glazer, whose family owns the Tampa Bay Buccaneers where Gruden coached until 2008, to perform oral sex on him. Allen said Glazer would “take you up on that offer.”
Allen and Gruden also mocked Caitlyn Jenner, who received an award from ESPN in 2015 after she transitioned.
In an email from 2015, Allen and Gruden criticized a congressional bill that aimed to force the Washington franchise to change its name, which some Native Americans and others have denounced as a slur. Again using a vulgar term, Gruden took aim at Goodell and his staff even though the commissioner had initially defended the team’s right to keep the name.