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

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

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

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

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

Apr 2019

Jason Chillemi, Jordan Schlansky

Conan Field Producer Jason Chillemi joins Conan writers Mike Sweeney and Jessie Gaskell to talk about what goes on behind the scenes on remotes and travel shows all the way from the Late Night days to Conan’s recent trip to Australia. Plus, Associate Producer Jordan Schlansky ret ... Show More

59m 11s

Nov 2020

Skyler Higley

Comedian and Conan writer Skyler Higley talks with writers Mike Sweeney and Jessie Gaskell about his experience working remotely from Chicago as a new Conan writer, what it’s like pitching ideas in the room at The Onion, moving to Chicago from Utah to pursue comedy, and pitching ... Show More

38m 11s

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

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

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

Nov 2020

Scott Thompson

Sketch comedy icon Scott Thompson (The Kids in the Hall) talks with writers Mike Sweeney and Jessie Gaskell about the return of The Kids in the Hall, playing Tonya Harding in a sketch for Late Night with Conan, how his many appearances on Conan made Garry Shandling hire him on Th ... Show More

31m 18s

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

Adam Sandler Returns

Actor and comedian Adam Sandler feels sad about being Conan O’Brien’s friend. Adam sits down with Conan once more to discuss the celebrities he’s still nervous to meet, being awarded the Mark Twain Prize for American Humor, the warmest comedians to spend time with, and his new fi ... Show More

1h 1m

Producer Jason Chillemi Revisits Classic...