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Welcome to another episode of 2 Bears 1 Cave with Tom Segura and guest bear Big Jay Oakerson! Go check out his new comedy special “Dog Belly” on YouTube right now! Tom and Jay talk about the chaotic Ari Shaffir, the shameless Bert Kreischer, and the confident Kevin Hart. They trade stories about TSA encounters, Jay shares stories about coming up with Kevin Hart, getting broken up with and getting caught cheating. They talk about standup comedy, writing, New Faces in Montreal, and the worst intros comedians have brought them on stage with.
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Crazy Ex-Girlfriends w/ Big Jay Oakerson | 2 Bears, 1 Cave Ep. 181

Weekly, comedian best friends Tom Segura and Bert Kreischer get together in the bear cave at YMH Studios to do what bears do: make each other laugh.

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Pray for Bert! This week comedian and co-creator of Chapelle's Show, Neal Brennan joins Tom Segura on 2 Bears, 1 Cave! Neal isn't coming alone as he's brought an AI Bert to commentate/interrupt throughout the episode. Tom and Neal talk comedy specials, Kevin Hart's routines, the dynamic Christina has with Tom, Neal's own relationship, public restrooms, and flushable wipes. After an artificial interruption(AI), Tom and Neal discuss the very real concerns artists and creatives have with utilizing AI, Tom's potential narrative projects, and hecklers. Check it out!
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2 Bears, 1 Cave Ep. 233
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Can A.I. Replace Bert? | 2 Bears, 1 Cave

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This week on 2 Bears, 1 Cave, Bert and Tom are back together to chat about whatever is going on in their heads. They talk about self-loathing, finding your "thing", Topdog, the illusion of immortality, having family goals, thirsting over pictures of young Charo, plus Bert and Tom endorse Vin Diesel for President of the United States of America.
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2 Bears, 1 Cave Ep. 232
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Tom Hanks For President | 2 Bears, 1 Cave

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This week on 2 Bears, 1 Cave, Bert and Tom team up with Kevin Clancy and John Feitelberg hosts of KFC Radio on Barstool Sports! The cave is a bit crowded, but the guys make it work as they talk about meeting Joe Rogan for the first time and how to approach people that are super famous like Michael Jordan or Big Papi. Speaking of MJ, Bert is apparently the Michael Jordan of introducing people! Other topics covered include, Barstool Sports livestreams, Nancy Reagan, Big Cat, buddy podcasts, Tiny Desk concerts but with comedy, plus Bert has a fun reality show idea, and Kevin Clancy has a small story to tell.
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2 Bears, 1 Cave Ep. 231
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Double Team w/ KFC Radio | 2 Bears, 1 Cave

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Welcome back to another episode of 2 Bears, 1 Cave! This week Tom and Bert are joined by Dave Attell for an old-school comedy hangout. Dave has a new special out on Netflix called Hot Cross Buns and he's also here to play catch-up. Tom and Bert chat with him about comedy milestones, new material, overseas touring, Bert's fear of flying, crowd work, stage time, and big venues vs small venues. They also talk about all the comics from their respective generations and beyond including, Zach Galifianakis, Louis CK, Greg Giraldo, Shane Gillis, Brody Stevens, Doug Stanhope, plus the business acumen of Taylor Swift. Take a seat and smoke 'em if you go 'em!
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2 Bears, 1 Cave Ep. 230
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2 Bears, 1 Dave w/ Dave Attell | 2 Bears, 1 Cave

When you register for the 2Bears 5K at www.2bears5k.com, you can also get tickets to the bears’ comedy shows at the Forum on May 9th and May 11th for $25 each. Tickets are available at bertbertbert.com and tomsegura.com. If you bought tickets to either Forum show BEFORE 3/25, get 10% off your registration with your Ticketmaster confirmation code.
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This week on 2 Bears, 1 Cave it's March Madness and Tom has a very special tournament bracket for Bert! Without giving it away it involves some man-love and some male celebrities. Tom also shares a story about running into Matt Damon in a men's restroom that ended with him going to his birthday dinner and Bert tells a story about some of the most memorable experiences he's had at live music concerts. Bert and Tom also discuss a solid birthday gift idea and dive into some performances courtesy of the Tiny Desk Concert series, before closing out with an AI art surprise. Bust some brackets ya'll!
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2 Bears, 1 Cave Ep. 229
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Crazy Ex-Girlfriends w/ Big Jay Oakerson | 2 Bears, 1 Cave Ep. 181

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