Jason Bernstein is one of the most creative minds in sports media and content strategy. Currently leading partnership innovation and commercial strategy for the United Football League (UFL), Jason is helping shape how modern sports leagues think about content, sponsorship, fan engagement, and emerging technology.Before the UFL, Jason spent years at ESPN and The Walt Disney Company leading more than $2 billion in global media rights negotiations while building innovative content and marketing initiatives across some of the biggest platforms in sports. He has also worked closely with companies like Twitter and Sony to develop cutting-edge digital and content experiences.In this episode, we dive into the evolving business of sports media, the future of AI-powered fan engagement, how leagues create culturally relevant moments, and why entertainment value matters more than ever in today’s sports landscape. We also discuss Jason’s role in helping turn the Nathan’s Hot Dog Eating Contest into a nationally recognized television event and what sports properties can learn from creating memorable fan experiences.

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“What did the council decide on item 42?” — answered with the speaker and the moment.

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