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

Mar 2022

Steven Ho Revisits Beating Up Conan (Many, Many Times)

Martial artist and stuntman Steven Ho joins writers Mike Sweeney and Jessie Gaskell to discuss almost breaking Conan’s leg with a wooden plank, the violent advice he received from Judd Apatow, coordinating stunts on the “Conan vs Andy: Dawn of #ComicCon” sketch, and why he was he ... Show More

55m 30s

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

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

Oct 2021

Conan O'Brien Looks Back

The boss man himself Conan O’Brien joins writers Mike Sweeney and Jessie Gaskell to preview this special look back season of Inside Conan. He discusses the finale of CONAN on TBS, why he can’t wear shorts in front of Martin Short, how his trip to Italy exemplifies his lifelong pu ... Show More

1h 11m

Feb 2022

Colin Quinn Revisits His One-Sided Feud With Conan

Colin Quinn joins writers Mike Sweeney and Jessie Gaskell to discuss how a basketball game with Adam Sandler led to Colin’s early beef with Conan, the struggle of being spontaneous on television, and working at 30 Rock in the 1990’s.Watch Colin’s first Late Night appearance here. ... Show More

57m 36s

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

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

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

May 2020

Conan O’Brien

Conan O’Brien sits down with Andy Richter on the season finale of The Three Questions to discuss stories from his time at the Harvard Lampoon, writing on The Simpsons and SNL before becoming a late-night icon, and the future Conan envisions for himself.

1h 39m

Mar 2024

Zach Woods

Actor and comedian Zach Woods feels “pick me” about being Conan O’Brien’s friend. Zach sits down with Conan to discuss why being smart is overrated, his new stop-motion animated series In The Know, getting hooked on jazz from an old CD-ROM game, and unintentional overshares. Plus ... Show More

1h 3m

Steven Ho Revisits Beating Up Conan (Man...