The NFL revealed more emails relating to Raiders coach John Gruden from 2010 to 2018, in which he used sexist and homophobic language, according to a report from New York times.

Shortly after The Times published its report, the NFL Network published a report Tom Pellisero And ESPN’s Adam Shifter It was reported that Gruden informed his team that he would resign as head coach. Gruden later released a statement confirming his resignation:

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League officials disclosed the emails as part of an investigation into workplace misconduct with the former president of the Washington soccer team, Bruce Allen. They didn’t focus particularly on Groden, who was not in the league at the time. He was already criticized for using an apparently racist trope against NFL Players Association CEO DeMaurice Smith in a 2011 email to Allen. Gruden at that time was working as a color analyst on “Monday Night Football”.

Gruden later tried to retract those comments, saying that he uses the term rubber lips to call someone a liar. And he apologized for those comments on Sunday, less than 24 hours before more offensive emails leaked out.

Here’s everything you need to know about what Gruden said in these emails, and how the Raiders, the NFL, and the NFLPA responded:

What did Jon Gruden say in the emails?

Gruden used racist, sexist, homophobic and transphobic language in the emails, which The Times reported dated from 2010 through 2018, before Gruden was hired by the Raiders on his second assignment with the team. In the Times, NFL Commissioner Roger Goodell often called “ft” and “a ignorant anti-football py.” He also used anti-gay slurs to describe NFL owners, coaches, and journalists who cover the league.

Gruden also reportedly exchanged emails with Allen and others that included pictures of women wearing only bikini bottoms. One of the photos reportedly included two fans of the Washington soccer team. In The Times, Gruden and Allen also occasionally included Ed Drust, co-founder of Hooters. Jim McVeigh, CEO who ran the Outback Bowl; and Nick Rieder, founder of PDQ Restaurants, in the emails.

In The Times, Droste shared in 2017 a sexist meme of a woman ruling the NFL, and Gruden responded, “Great job Roger.”

Gruden also criticized the larger issues that have appeared in or had debate platforms in the league. For example, he reportedly criticized former President Barack Obama during his 2012 re-election campaign and called then Vice President Joe Biden a “nervous, clueless person.” Gruden also reportedly denounced the league for trying to reduce concussions, adding that Eric Reed – who demonstrated while the national anthem was being played as a form of protest against police brutality – should be fired.

MORE: Raiders coach Jon Gruden admitted he insulted Roger Goodell in 2011 emails

In 2015, Groden condemned a bill in Congress that attempted to force Washington to change its name from the American Indians, which many Native Americans consider slanderous. Gruden received a link, also that year, detailing how players wanted Goodell to support them in efforts to advance racial equality and criminal justice reform.

“He needs to hide in the concussion protocol tent,” Gruden said.

Gruden also identified individuals as the targets of his hateful language. That includes Caitlyn Jenner, whom Gruden mocked when she won an award in 2015 after her move. He also asked Allen to tell Brian Glazer, whose family owns pirates, to have oral sex with him. Allen reportedly replied that Glazer would “accept this offer”. Groden coached Tampa Bay from 2002 to 2008.

Gruden also targeted Michael Sam, who appeared as gay before attempting an NFL career, and Smith.

Michael Sam

Per the Times, Gruden criticized Goodell for pressuring former St. Louis Rams coach Jeff Fisher to craft “q-rs.” This was a nod to Sam, who came out as gay before the 2014 NFL Draft and was picked with the Rams picking second to last in the seventh round. He spent the 2014 season on the St. Louis and Dallas coaching teams, and spent time in the Canadian Football League with the Montreal Alois.

Before his resignation, Gruden coached the first gay active player in the NFL, Karl Nessib, who was discharged before the 2021 season.

Demoris Smith

The email that initially got Gruden in Hot Water was a 2011 email to Allen in which he used a racial metaphor to describe Smith:

“Dumboriss Smith has lips the size of Michelin tires (sic).”

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Jon Gruden comments after leaked emails

Gruden said, perhaps in an effort to soften the comments he made to Smith ESPN On Friday the NFLPA CEO wasn’t the only one he insulted in 2011 during the labor disputes that led to the shutdown: He said he also insulted Goodell:

“I was in a bad state of mind at the time (in 2011), and I called Roger Goodell (expletive) in one of those emails as well,” he told ESPN. “They were preventing players and coaches from doing what they love through the shutdown. There were also a lot of things that were publicly reported about the safety of the sport that I love. I was on assignment with high school football (in Tampa, Florida, area) during that time And there were a lot of parents who were afraid to let their kids play football.

Gruden, speaking separately to the athlete, said he does not remember the details of the email to Allen, and that he uses the term “rubber lips” to describe someone as a liar (a possible explanation for his comment on the size of Smith’s lips). He added that he was not racist, but his comments went too far and that he would take responsibility for them.

From Athletic:

“I know that, at that point in my life, 11 years ago or 10 years ago, I’m sure I breathed a little bit with my friends about certain things,” Gruden told The Athletic on Friday after the email became public.

I know at the time that the collective bargaining agreement was changing, and there was a closure or threat of closure, if I remember. You may have seen Smith as the villain. And I was really upset. I was really annoyed that there would be a closure. I felt Gene Upshaw would never let that happen.

I didn’t feel like we got the truth. I refer to men when I see them lying—and I can tell they’re lying—I refer to them as “rubber lips.” I went so far as to call it a Michelin lip. I’ve never had an elemental code inside of me. You were just angry and used a terrible way to insult a man.

I called (Smith), I’ve contacted him and haven’t had a response from him yet, but I’ll keep trying.”

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What the Raiders, the NFL said in response to Gruden’s emails


“The content of an email regarding DeMaurice Smith from Jon Gruden when he worked for ESPN 10 years ago is disturbing and not what the Raiders represent. We were first made aware of in the email late yesterday by a reporter and we review it along with other material he has given us Today is the NFL. We are dealing with this matter with Coach Gruden and will have no further comment at this time.” (Via Twitter)


“Email from Jon Gruden denigrating DeMaurice Smith is appalling, abhorrent, and completely against the values ​​of the NFL. We condemn the statement and regret any harm its publication might cause to Mr. Smith or anyone else.” (Via The Wall Street Journal)

Demoris Smith

“The email from John Gruden confirms – and some of the reactions to it – that the fight against racism, racist metaphors and bigotry is far from over. It is not so much an email as a belief held by some people who seem to be able to treat me as less The email has also revealed why comments made by some with powerful platforms to explain this are far from malicious and hypocritical. As if there is a need to protect football above the values ​​of equality, inclusion and respect.

“The strong in our business must embrace that football itself must be better, rather than making excuses to maintain the status quo.

“I appreciate that (Groden) reached out to me (and) I told him we’d be calling soon, but make no mistake, the news is not about what is being said in our private conversation, but what the people who have never said I thought they would be exposed and how they will be held accountable is being said.” (Via Twitter)

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