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 pursuit for stupid silliness, and why his upcoming HBO Max show won’t be political. Plus Mike and Jessie answer a listener question about their first days working for Conan.

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Hey Inside Conan listeners - we know you love the deepest of dives so today we’re giving you a taste of a very special episode of Parks and Recollection featuring Chris Pratt! Chris opens up about his audition for Parks and Rec, working with Mouse Rat song writer Mark Rivers, adapting the character of Andy to a lovable loser, and so much more! Spread your wings and fly with your favorite podcast team today!

Happy New Year from Inside Conan! The one and only Max Weinberg (Bruce Springsteen’s E Street Band, bandleader for Late Night with Conan O’Brien) joins writers Mike Sweeney and Jessie Gaskell to talk about how he came to be the drummer and bandleader for Late Night, scrambling to put together a band for his Late Night audition, some of his favorite memories of comedy appearances on the show, the evolution of his character getting creepier over time, and the origin of his iconic stare. Plus, Mike and Jessie answer a listener question about their funniest memories of the show.

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Merry Christmas! Writer/producer Frank Smiley & writer Michael Gordon (Conan, Late Night with Conan O’Brien) join writers Mike Sweeney and Jessie Gaskell to talk about helping make the Late Night show different from other talk shows in the early days, the time director Abel Ferrara walked out before his interview, the failed rehearsal bit that made Conan hold his head in shame, the process of prepping a guest for a show, the origin of Michael’s character the Masturbating Bear, and Frank playing Mother Teresa trashing her hotel room. Plus, Mike and Jessie answer a listener question about the whereabouts of The Masturbating Bear.

Abel Ferrara on Late Night with Conan: https://youtu.be/aY7yyhjOXWw

Christmas Shopping Desk Drive on Late Night with Conan: https://youtu.be/Fa6Vj5No7qI

Conan Reveals Who Is Playing The Masturbating Bear: https://youtu.be/k4QGFnqnQ90

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Conan’s Executive Producer Jeff Ross joins writers Mike Sweeney and Jessie Gaskell to talk about his time as a tour manager for Molly Hatchet, AC/DC, & Diana Ross, helping Lorne Michaels produce The Kids in the Hall on HBO, and the origin of Late Night with Conan O’Brien. Plus, Mike and Jessie answer a listener question about Clutch Cargo bits.

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For Conan videos, tour dates and more visit TeamCoco.com

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 with Conan when a sketch goes off the rails, the evolution of WikiBear getting darker, the many absurd hats of Joe Galliano, and his very first written Conan sketch “Andy’s Little Sister” featuring Amy Poehler.

Conan Has Creepy, Gift-Giving Cameramen: https://youtu.be/fytM0u3m4Jg

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Ruthie Wyatt (Team Coco Head of Production and Live Events) talks with writers Mike Sweeney and Jessie Gaskell about originally applying to be a production assistant at The Tonight Show, location scouting and transforming spaces during Comic-Con, favorite memories from the travel shows & the Conan & Friends stand-up tour, and meeting her Dads: The Podcast co-host Rory Scovel. Plus, Mike and Jessie answer a listener question about the time Conan dumped toilet paper, laundry, and marshmallows on Mike’s car.

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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 the Christmas in September episode of Conan. Plus, Mike and Jessie answer a listener question about Executive Producer Jeff Ross.

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For Conan videos, tour dates and more visit TeamCoco.com

Writer Andrew Weinberg (Late Night with Conan, Co-creator of Eagleheart) talks with writers Mike Sweeney and Jessie Gaskell about meeting his wife (who is also in-studio) while interning for Late Night with Conan, some of the characters he’s played on Conan including Chewbacca Stuck in a Glory Hole, being one of the go to experts on finding clips for the Walker, Texas Ranger lever, and co-creating Eagleheart which parodies Walker, Texas Ranger.

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For Conan videos, tour dates and more visit TeamCoco.com

Conan’s Stand-up Booker J.P. Buck returns to talk with writers Mike Sweeney and Jessie Gaskell about his first job as Mariah Carey’s assistant, working on the rebooted Star Search, the process of getting a stand-up set ready for the show, his new web series “The Set Up,” and advice for people starting out in the comedy world. Plus, Mike and Jessie answer a fan voicemail with stories about Conan’s wife and siblings.

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For Conan videos, tour dates and more visit TeamCoco.com