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

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

Apr 2022

Will Forte Revisits His Buffalo-Riding Ted Turner Appearances

Will Forte joins writers Mike Sweeney and Jessie Gaskell to discuss playing TBS founder Ted Turner on CONAN, making his first ever talk show appearance on Late Night, and why he felt such a connection with Conan’s comedy from the very beginning.Got a question for Inside Conan? Ca ... Show More

48m 40s

May 2023

Steven Wright

Comedian and author Steven Wright feels anxious about being Conan O’Brien’s friend. Steven sits down with Conan to talk about honing his trademark deadpan humor, debuting on Johnny Carson, and pouring everything he thinks about being alive into his new novel Harold. Plus, Conan ... Show More

1h 3m

May 2023

Pete Holmes Revisits His Foray Into Late Night Television

Actor, comedian, and author Pete Holmes joins Mike and Jessie to discuss Conan plucking him from obscurity and donning him with a his own Late Night talk show, much like Lorne Michaels did for Conan in 1993 and how that opportunity led to his meeting of Judd Apatow and the eventu ... Show More

1h 30m

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

Mar 2022

Bill Carter Revisits the War for Late Night

Writer Bill Carter (author of The War for Late Night) joins Mike Sweeney and Jessie Gaskell to discuss the significance of The Tonight Show for a generation of comedians, the behind-the-scenes drama surrounding Conan’s short-lived run at the show, the future of late night televis ... Show More

1h 36m

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

May 2024

Paul Scheer

Comedian and actor Paul Scheer feels sanguine about being Conan O’Brien’s friend. Paul sits down with Conan to discuss his new memoir Joyful Recollections of Trauma, creating his own fake video store while at school, awkward celebrity encounters, and working a celebrity imperson ... Show More

1h 3m

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

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

Steven Wright Revisits His Late Night Ap...