Apr 2024

Conan O’Brien Must Go Writers Roundtable

Conan sits down with writers Mike Sweeney, Matt O’Brien, Jessie Gaskell, and producer Jason Chillemi for a roundtable discussion about the making of his newest travel show Conan O’Brien Must Go, featuring insights into the destination selection process, a sneak preview of a Bono- ... Show More

15m 32s

Aug 2023

Conan O'Brien & Jeff Ross Return

Conan O’Brien and longtime executive producer Jeff Ross join Mike and Jessie to continue the origin story of Late Night, including auditioning bands, the terror of the first test shows, the impetus for the first cold open, and the original name Conan and Robert Smigel wanted for ... Show More

1h 16m

Jul 2023

Jim Gaffigan Revisits The Origins of Pale Force

Comedian and author Jim Gaffigan joins Mike and Jessie to discuss his many stand-up appearances on Late Night and CONAN, the origins of the Late Night cartoon series "Pale Force", and the future of Late Night television as a whole. This episode was recorded on 6/15/2023.Got a que ... Show More

54m 5s

Nov 2021

Paula Davis Revisits 28 Years of Bookings

Longtime Conan talent booker Paula Davis joins writers Mike Sweeney and Jessie Gaskell to discuss sneaking into Saturday Night Live as a teenager, setting Abe Vigoda free, why Regis Philbin was her dream guest, and a fiddler’s on-air wardrobe malfunction.Got a question for Inside ... Show More

57m 13s

Apr 2022

Nikki Glaser Revisits Her Conan Obsession

Nikki Glaser joins writers Mike Sweeney and Jessie Gaskell to discuss her high school obsession with Late Night, fact-checking comments in the Conan subreddit, how Brian Stack helped her give the ultimate birthday present, and why her dad cried backstage at CONAN.Got a question f ... Show More

1h 9m

Jan 2022

Vanessa Bayer Revisits Her Summer at Late Night

Vanessa Bayer joins writers Mike Sweeney and Jessie Gaskell to discuss her experience as a Late Night intern, the power of the 30 Rock security pass, getting salon advice from curly-haired Conan employees, and her appearance as an extra in a Late Night sketch. Got a question for ... Show More

1h 3m

Dec 2021

Courtney Thorne-Smith Revisits Legendary Norm Macdonald Interview

Courtney Thorne-Smith joins writers Mike Sweeney and Jessie Gaskell to discuss her legendary Late Night appearance with Norm Macdonald, why she loved appearing on Conan’s show, the secrets of the pre-interview process, her time on Melrose Place, and her snoring pug. Got a questio ... Show More

1h 3m

Oct 2025

Paula Poundstone Returns

Comedian Paula Poundstone joins Andy Richter to discuss why she named one of her cats after a late-night television host, getting her start at open-mic nights, why she hates driving across town, and much more. Do you want to talk to Andy live on SiriusXM’s Conan O’Brien Radio? ... Show More

1 h

Nov 2021

Director Liz Plonka Revisits the Chaos of Late Night

Late Night director Liz Plonka joins writers Mike Sweeney and Jessie Gaskell to discuss her start in late night television, the time a live cow was lost in 30 Rock, filming an episode on a boat, and directing Norm Macdonald’s final comedy special.Got a question for Inside Conan? ... Show More

56m 52s

Feb 2022

Steven Wright Revisits His Late Night Appearances

Legendary comedian Steven Wright joins writers Mike Sweeney and Jessie Gaskell to discuss Conan’s skills as an improviser, giving one word answers on Late Night, the crazy coincidence that led to his big break on The Tonight Show with Johnny Carson, and the freedom of couch appea ... Show More

49m 16s

Mar 2020

Paul Reubens

Actor, producer, and writer Paul Reubens feels fantastic about being Conan O’Brien’s friend. Paul and Conan sit down to talk about wanting to join the circus, the letter Paul wrote to Walt Disney, remembering Phil Hartman, and anxiety over getting recognized. L ... Show More

1h 7m

Apr 2022

Adam Pally Revisits His Crazy CONAN Costumes

Adam Pally joins writers Mike Sweeney and Jessie Gaskell to discuss his love for Conan, getting cut from Late Night bits, the generous genius of Brian Stack, and why Adam decided to wear progressively more insane costumes for his CONAN interviews.Got a question for Inside Conan? ... Show More

58m 25s

Paula Davis Revisits 28 Years of Booking...