Jon Gruden resigned as coach of the Las Vegas Raiders on Monday night following reports he had sent derogatory and offensive emails. Gruden is seen here on the sidelines against the Chicago Bears on Sunday in Las Vegas, Nev.

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Jon Gruden resigned as coach of the Las Vegas Raiders on Monday night following reports he had sent derogatory and offensive emails. Gruden is seen here on the sidelines against the Chicago Bears on Sunday in Las Vegas, Nev.

Ethan Miller/Getty Images

Jon Gruden, the coach of the Las Vegas Raiders, has resigned following news reports that he used derogatory language in emails dating back to 2010.

“I have resigned as Head Coach of the Las Vegas Raiders,” Gruden said in a statement. “I love the Raiders and do not want to be a distraction. Thank you to all the players, coaches, staff, and fans of Raider Nation. I’m sorry, I never meant to hurt anyone.”

Among the targets for Gruden’s insults were DeMaurice Smith, executive director of the NFL Players Association, NFL Commissioner Roger Goodell, and then-Vice President Joe Biden.

The emails emerged from an investigation into workplace misconduct at the Washington Football Club. The offensive terms were used in emails sent from Gruden to former Washington team president Bruce Allen.

The existence of racially disparaging emails were first reported on Friday by The Wall Street Journal. On Monday evening, The New York Times reported on emails that included homophobic and misogynistic comments.

Gruden, 58, signed a 10-year, $100 million deal with the Raiders in 2018.