June 10, 2025 • 33 mins
Few people have lived the entertainment world like Barry Diller. Over 60 years in the business, he has run movie studios and TV networks and most recently built a portfolio of digital media properties. In the process he has seen the sector move from a studio-and producer-driven model to the increasingly tech-dominated business it is today.
On this episode of Free Expression, Diller speaks with Gerry Baker about his life in the entertainment business, how modern tech domination has diminished the value of creativity and why Hollywood went woke and progressive. Discussing his newly published memoir, “Who Knew?,” he also reveals what he calls the “sexual nuance” of being gay while being married to a woman, his wife of 25 years, the fashion designer, Diane Von Furstenberg.
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