Owen Wilson
Oct 5, 2026 · 1h 3m
Summary
Conan O’Brien welcomes Owen Wilson to discuss their shared Boston roots, Wilson’s expulsion from school, and his creative partnership with Wes Anderson. They reminisce about early films like *Bottle Rocket* and *Rushmore*, while also touching on Wilson’s Apple TV series *Stick* and his new movie *Rolling Loud*. The conversation includes lighthearted banter about celebrity one-name status, the history of Willie Nelson, and Wilson’s recent habit of wearing a cowboy hat.
Topics discussed
Sponsors: Apple Card and Wonderful Pistachios
Intro and Matt Gurley's absence
Naming children and the origin of Conan's name
Introduction of guest Owen Wilson
Mirroring speech and Boston/Dallas roots
JFK, E.B. White, and fear of criticism
Expulsion for cheating and military school
Grant, Patton, and military rankings
Sponsors: Liberty Mutual, T-Mobile, LinkedIn
Meeting Wes Anderson and Bottle Rocket
The value of not getting what you want
Rushmore and Bill Murray's speech
Dad's career and the 3790 Club
Irish heritage and family dynamics
Willie Nelson and finding your identity
Pitching a song and Robin Williams
Press junkets and Robin's charm
Cycling on the PCH and rural life
Owen Wilson's cowboy hat habit
Childhood games and inventing rules
Roman candle wars and boredom
Cast dynamics in Stick
Tim Olyphant's temperament and Judy Greer
The movie Rolling Loud and rap culture
The Killer Angels and Ivy League connections
Sponsors: Walmart Plus and Quince
Voicemail: Simpsons character theory
Outro and final sponsors
Listen ad-free on Castria