Armchair Expert with Dax Shepard

Snapshot · Armchair Expert with Dax Shepard

Olivia Wilde

Explore episode Jun 29, 2026

Where this was said

From Music Videos to Booksmart: Finding a Directorial Voice

At 1:13:53 · chapter starts 1:08:48

The path to directing runs through an HBO show called Vinyl, where director Mark Romanek — the man behind the most expensive music video ever made (Michael and Janet Jackson's 'Scream') — heard Olivia talking about wanting to direct and handed her his Red Hot Chili Peppers video gig. She calls it the moment she took herself seriously. From there she directed a short film through a Glamour grant, then got the Booksmart script. She credits the film's success to the same lesson she learned as a casting intern: make a bold specific choice. Tarantino's dictum — make the movie only you can make — became her operating principle. Booksmart was deeply personal, pulling from her own high school friendships and her intense creative bond with writer Katie Silberman. Made for $6 million, it earned over $25 million and a 90+ Rotten Tomatoes score.

Arts
The Casting Office Lesson That Made Olivia a Director

Olivia Wilde · Jun 29, 2026 Arts

Working as a casting intern for Malie Finn, Olivia Wilde watched hundreds of auditions and noticed one constant: the actor who made a choice — even a risky, possibly wrong choice — always got the job. That lesson became the foundation of her directing philosophy.

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