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

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

Oct 2020

Colin Quinn

Comedian Colin Quinn feels euphoric about being Conan O’Brien’s friend. Colin sits down with Conan to talk about his tenure on Weekend Update, why simple transgression isn’t comedy, and the best quotes out of his new book <a href="https://www.amazon.com/Overstate ... Show More

1h 4m

Nov 2021

Colin Quinn

Comedian, actor, writer and lifelong New Yorker Colin Quinn (finally!) joins Gilbert and Frank for a hilarious conversation about vanishing Manhattan, mobsters with podcasts, awkward celebrity encounters, the gritty cinema of Sidney Lumet and Martin Scorsese and his new one-perso ... Show More

1h 37m

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

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

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

Oct 2022

Colin Hanks

Actor Colin Hanks feels…excited (?) about being Conan O’Brien’s friend. Colin sits down with Conan to discuss composing a good Twitter bio, creating a documentary about the great John Candy, and going dark with his role in the series A Friend of the Family. ... Show More

1h 6m

Mar 2019

Deon Cole, Nick Centofante

Conan writers Mike Sweeney and Jessie Gaskell welcome comedian and Conan alum Deon Cole to talk about becoming a writer for Conan after doing stand-up on The Tonight Show, his short-lived series Deon Cole’s Black Box which Jessie wrote on, simultaneously working on Black-ish & An ... Show More

57m 33s

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. Hosted by S ... Show More

1h 39m

Colin Quinn Revisits His One-Sided Feud ...