Guy Kawasaki's Remarkable People

From Hollywood to High Tech: Barry Diller’s Remarkable Path

18 snips
Sep 10, 2025
In this insightful conversation, Barry Diller, a legendary media and internet executive, shares his remarkable journey from reshaping Hollywood to steering IAC and Expedia. He discusses the importance of bold ideas and 'creative conflict' in driving innovation. Diller reflects on his early experiences, his memoir 'Who Knew,' and how overcoming childhood challenges shaped his resilience. He also tackles the complexities of content ownership in the age of AI and champions unconventional hiring practices that emphasize potential over experience.
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ADVICE

Hire For Potential, Not Just Resumes

  • Hire people early in their careers and put them into roles they don't yet qualify for to see who thrives.
  • Use the “deep end of the pool” test to identify promotable talent rather than rely solely on resumes.
ANECDOTE

Basement Reading Built A Career

  • Barry credits Danny Thomas for getting him into William Morris and giving him access to its file room early in his career.
  • Reading those files became the foundation for his lifelong understanding of the entertainment business.
ADVICE

Find The Pure Idea First

  • Prioritize the purity of the idea and trust instinct over excessive data when outcomes are uncertain.
  • Create environments where passionate arguments help you surface the core truth about an idea.
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