May 2022

Kimmy Gatewood Revisits Her Many CONAN Sketches

Actress, writer, and director Kimmy Gatewood (GLOW, Atypical) joins Mike Sweeney and Jessie Gaskell to discuss her many appearances in CONAN sketches, acting with George R.R. Martin, her hilarious interaction with Orlando Bloom behind the scenes of CONAN at Comic Con, and why she ... Show More

55m 15s

May 2022

Producer Jason Chillemi Revisits Classic CONAN Remotes

Jason Chillemi (the man who made all of our favorite Conan remotes possible) joins writers Mike Sweeney and Jessie Gaskell to discuss the classic Ice Cube and Kevin Hart remotes, the early days of CONAN in Los Angeles, what it was like filming Tom Cruise and Conan in London, and ... Show More

53m 13s

Apr 2022

Matt O’Brien & Meghan Sinclair Revisit Their CONAN Romance

Head writer Matt O’Brien and show photographer Meghan Sinclair join Mike Sweeney and Jessie Gaskell to discuss their courtship at 30 Rock, the early days of CONAN on TBS, chasing Gary Busey with a blimp, and explaining to their kids why Dad is in a Batman porno sketch.Got a quest ... Show More

1h 6m

Dec 2021

Brian Stack, Todd Levin, and Brian McCann: An Inside Conan Holiday Special

Brian Stack, Todd Levin, and Brian McCann join writers Mike Sweeney and Jessie Gaskell to discuss classic Conan holiday moments, including Minty the Candy Cane, the Human Centipede Menorah, Conan’s Christmas Ghosts, and more. Got a question for Inside Conan? Call our voicemail: ( ... Show More

1h 8m

Dec 2020

Brian Stack Returns

Legendary writer/performer Brian Stack (The Late Show with Stephen Colbert, Late Night with Conan O’Brien) joins writers Mike Sweeney and Jessie Gaskell once again to talk about the origin of his character The Interrupter, playing Conan’s creepy gift-giving cameraman, improvising ... Show More

39m 38s

Aug 2019

Brian McCann

Legendary Conan writer and performer Brian McCann joins Conan writers Mike Sweeney and Jessie Gaskell to discuss everything during his 17 years at Conan. They talk about the FedEx Pope, Preparation H Raymond, being the ambassador for the improv and stand-up community in Chicago i ... Show More

1h 11m

Jun 2022

Conan O'Brien & Jeff Ross Look Back

Conan O’Brien and longtime executive producer Jeff Ross join writers Mike Sweeney and Jessie Gaskell to discuss Conan and Jeff's first meeting, the start of Late Night, Tom Hanks’ message to Conan, and the fate of Conan’s Ford Taurus.Watch Stay In Your Seat Theater here.Watch foo ... Show More

1h 27m

Oct 2021

Mike Sweeney and Jessie Gaskell

Mike Sweeney and Jessie Gaskell join Conan to discuss the upcoming third season of Inside Conan: An Important Hollywood Podcast while they share favorite bits from the early days of Late Night and test Conan’s memories of sketches long gone by. Wanna get a chance to talk to Con ... Show More

41m 55s

Sep 2019

Matt O’Brien, Conan head writer

Conan head writer Matt O’Brien joins Conan writers Mike Sweeney and Jessie Gaskell to talk about the recent writer submission process which included reading over 400 writer submissions, common red flags, and more. Plus, Mike shares a legendary Brian Reich story from the writers r ... Show More

42m 59s

Jan 2024

Jordan Peele

Writer and director Jordan Peele feels honored, absolutely honored about being Conan O’Brien’s friend.Jordan sits down with Conan to discuss the movies that terrified him as a kid, the theory behind horror filmmaking, and creating a fake Christmas movie together. Later, Conan and ... Show More

59m 17s

May 2020

Conan O’Brien Talks Conan at Home

On the Season 2 premiere of Inside Conan, Conan O’Brien himself joins Conan writers Mike Sweeney and Jessie Gaskell to talk about his quarantine lifestyle, how the guest interviews for the Conan show are being recorded, where he got his Jeff Goldblum recommended eyeglass frames, ... Show More

54m 47s

Apr 2024

W. Kamau Bell Returns

Comedian, director and producer W. Kamau Bell feels insistent about being Conan O’Brien’s friend. Kamau returns to chat with Conan once more about the weapons they’re allowed to keep in the house, the best video essays on YouTube, working as a correspondent on What Would You Do?, ... Show More

1h 2m

Feb 2024

Larry David

Larry David feels so-so about being Conan’s friend. Larry sits down with Conan to discuss the final season of Curb Your Enthusiasm, why parties should have a party sheriff, quitting Saturday Night Live only to come back the next week pretending it never happened, and more. Plus, ... Show More

1h 5m

Brian Stack, Todd Levin, and Brian McCan...