

Confessions of a Mogul (with Barry Diller)
Jul 24, 2025
Barry Diller, a powerhouse in the media industry, shares insights from his candid memoir, 'Who Knew.' He discusses the emotional depth of his narrative and how vulnerability shapes success. Diller candidly explores Hollywood's evolution and the impact of tech overlords, arguing that conflict can foster creativity. He reflects on the delicate balance of identity, authenticity, and the challenges of navigating personal and professional life. Diller also critiques the current political landscape, especially regarding education and the intersection of justice and revenge.
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Loneliness Sparked Self-Reliance
- Barry Diller recounted his loneliness at sleepaway camp as a pivotal moment of self-reliance.
- This shaped his fearless approach to business risks later in life.
Fear Became Strength
- Difficulties and fears Barry faced became tools for success.
- Fear of being 'found out' made other business risks feel meaningless.
Value Natural Confidence
- Displaying natural confidence attracts respect and success without needing to impress.
- Overconfidence is irritating, but easy confidence is impressive and effective.