in some emails. here's kayna whitworth from las vegas. >> reporter: tonight, the head coach of the las vegas raiders jon gruden resigning after an explosive investigation by "the new york times" revealing emails they described as "misogynistic and homophobic," and that he used this "language over several years to denigrate people around the game and to mock some of the league's momentous changes." >> jon gruden's career is over. it's over. >> reporter: while working for espn, in an email to the former president of the washington football team, bruce allen, and others, gruden reportedly called nfl commissioner roger goodell a homophobic slur. and said he should not have pressured the rams coach to draft gay players. a reference to michael sam, the first openly gay player to be drafted in 2014. but according to "the times," his past emails revealing more vulgar remarks. >> the conversations that evoked these vulgarities were about openly gay players being drafted