EPISODE · Jun 29, 2026 · 2H 24M

Olivia Wilde

Olivia Wilde (The Invite, Booksmart, and Don’t Worry Darling) is a director, actor, and filmmaker. Olivia joins Armchair Expert to discuss being raised by war-correspondent parents, growing up too fast on the Georgetown campus, and finding her footing at boarding school. Olivia and Dax talk about learning the wrong lessons in LA audition rooms, leaving The OC to chase movies, and making the jump from directing music videos to Booksmart. Olivia explains why the most personal work is usually the best work, how parenting teaches patience and humility, and why we need to relearn the art of disagreement.Check Allstate first for a quote that could save you hundreds: https://www.allstate.com/See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

What this episode covers

Olivia Wilde (The Invite, Booksmart, and Don’t Worry Darling) is a director, actor, and filmmaker. Olivia joins Armchair Expert to discuss being raised by war-correspondent parents, growing up too fast on the Georgetown campus, and finding her footing at boarding school. Olivia and Dax talk about learning the wrong lessons in LA audition rooms, leaving The OC to chase movies, and making the jump from directing music videos to Booksmart. Olivia explains why the most personal work is usually the best work, how parenting teaches patience and humility, and why we need to relearn the art of disagreement.Check Allstate first for a quote that could save you hundreds: https://www.allstate.com/ See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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Olivia Wilde

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This episode is 2 hours and 24 minutes long.

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This episode was published on June 29, 2026.

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