EP. 210 — Penn Badgley

Actor Penn Badgley feels the dull echo of imposter syndrome about being Conan O’Brien’s friend.

Penn sits down with Conan to discuss his journey to Hollywood as a child actor, the value of educating yourself, and THAT scene from his Netflix series YOU. Conan shares his love of Gossip Girl and pitches an alternate version as a sketch. Stick around for the end, where Conan and the team try on Tracy Morgan’s favorite cologne.

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February 2, 2025

EP. 327 — Kaitlin Olson

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Actress Kaitlin Olson feels apprehensive about being Conan O’Brien’s friend.

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January 29, 2025

EP. 10223 — One Ring To Rule Them All

Conan talks to Rahil in Miami about learning to perform colonoscopies, fasting for eight days, and how to negotiate with future in-laws for a good deal on an engagement ring.

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January 26, 2025

EP. 326 — Ben Stiller Returns

Guest Ben Stiller

Actor and filmmaker Ben Stiller feels…hmmm…about being Conan O’Brien’s friend.

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