From Paramount to Fox to Expedia: How Barry Diller Built One Massive Business After Another
May 21, 2026 ยท 49m
Topics discussed
Introduction to Barry Diller and his career highlights
Defining entrepreneurship and Diller's early influences
Entering the entertainment industry via William Morris Agency
Learning from files and the importance of serendipity
Transition to ABC and the value of being an assistant
Leaving corporate life and the nature of luck
Creating the made-for-TV movie and long-form TV
Becoming Chairman of Paramount at age 32
Mentorship under Charlie Bluthorn and humility
Building Fox Network and partnership with Murdoch
Founding IAC and the shift to the internet era
Acquiring Expedia and navigating post-9/11 challenges
Leadership style, instinct, and portfolio management
The Jewish peddler roots of Hollywood
Final advice and reflection on Jewish heritage
Listen ad-free on Castria