Media executive Barry Diller, one of the industry’s most successful moguls, is behind some of America’s most popular films and TV shows, from Home Alone to The Simpsons to Roots. He’s now the chairman and senior executive of IAC and Expedia Group. Diller’s new memoir, Who Knew, is a candid account of his family, his career, and his sexuality – long a source of public speculation and debate. He joins Preet to talk about what it was like to bare his soul, how Hollywood died when the “tech overlords” took over, and why he thinks conflict is essential.
In the bonus for Insiders, Diller gives his take on the current political moment, and whether AI can replace the artist’s process.
Then, Preet answers questions about President Trump’s attempts to shut down the Department of Education and the difference between justice and revenge.
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Executive Producer: Tamara Sepper; Editorial Producer: Noa Azulai; Associate Producer: Claudia Hernández; Deputy Editor: Celine Rohr; Supervising Producer: Jake Kaplan; Technical Director: David Tatasciore; Audio Producers: Matthew Billy and Nat Weiner.
REFERENCES & SUPPLEMENTAL MATERIALS:
- Barry Diller, “Who Knew,” Simon & Schuster, 5/20/25