The Enduring Mystery Behind Jon Gruden’s Email Scandal

It’s been 21 months since then-Las Vegas Raiders head coach Jon Gruden announced his resignation. Gruden had faced mounting criticism after the Wall Street Journal and New York Times obtained emails he had written between 2011 and 2018, while Gruden was working at ESPN. Several messages contained racist, homophobic, and misogynistic language directed towards several people, including NFL Commissioner Roger Goodell and NFLPA Executive Director DeMaurice Smith. The scandal ended Gruden’s coaching career, likely for good. 

But to this day, a puzzling curiosity has remained: how did such an obscure set of emails get in the hands of the media? Don Van Natta, Jr. and Seth Wickersham have spent the last several months trying to answer that question, and now have an exclusive new report out for ESPN. As Gruden pursues a lawsuit against the NFL, Van Natta joins the show to help us pull at the threads of this mystery. He shares what might have motivated the leakers, and how the leaks triggered a chain of events that ultimately led to Dan Snyder’s pending sale of the Commanders.

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