Conan O’Brien Needs A Friend Conan O’Brien Needs A Friend

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
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