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Friends,

If you were to make a comprehensive list of emotions — happiness, sadness, fear, surprise, anger, joy, pride, etc. — Jay Williams has experienced them all.

Jay was one of the country’s best basketball players in high school and became an All-American at Duke while playing for coach Mike Krzyzewski. He was the second overall pick in the 2002 NBA Draft, behind Yao Ming, and the Chicago Bulls gave him Michael Jordan’s locker upon arrival.

Jay Williams was on top of the world — before everything came crashing down.

Jay was involved in a motorcycle accident after his rookie year in Chicago. He sustained near-life-threatening injuries and never played in the NBA again. This drove him into severe depression, and it took him many years to recover.

But Jay’s life looks completely different today. He is an NBA analyst at ESPN and hosts a popular radio show each morning with Max Kellerman and Keyshawn Johnson. His autobiography, Life Is Not an Accident: A Memoir of Reinvention, became a NY Times Bestseller, and he is an active investor and entrepreneur, including a production company, a management company, and restaurant ownership.

So for this week’s podcast, I traveled to New York City and sat down with Jay.

We talked about everything, including his schedule at ESPN (spoiler alert: the radio show requires him to wake up at 2:30 am), the motorcycle accident that forced him to retire from the NBA, his battle with depression, the future of sports media, and more.

I really enjoyed this conversation with Jay, and I think you will too. So check it out on Apple, Spotify, or the YouTube link below.

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Huddle Up is a 3x weekly newsletter that breaks down the business and money behind sports. Subscribers include investors, professional athletes, team owners, and casual fans. So if you are not already a subscriber, sign up and join 84,000+ others who receive it directly in their inbox each week — it’s free.