2 Bears, 1 Cave with Tom Segura & Bert Kreischer

Latest Episodes:

The Content Machine w/ Kountry Wayne | 2 Bears, 1 Cave Ep. 192 Jul 03, 2023

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We have another episode of 2 Bears 1 Cave with Bert Kreischer and guest bear Kountry Wayne. Kountry tells us about his 10 kids, growing up selling cocaine, and loving food. They talk about women, Kountry Wayne’s journey, cars and music. Kountry Wayne sheds some light on his content and what it was like to work with Lil’ Boozy and TI. They talk about Kountry’s character “Drip,” how it compares to Bobcat Goldthwait, and how Kountry developed an audience. They discuss embracing the internet and making content they’re proud of.

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Bert's Blow Up w/ Ari Shaffir | 2 Bears, 1 Cave Ep. 191 Jun 26, 2023

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This week on 2 Bears 1 Cave we have Tom Segura and guest bear Ari Shaffir! They discuss language, how main landers partake in open defecation and their own human dumps. They discuss some Israeli behaviors, Ari’s YouTube special, singers that fell from grace, and traveling in South America and Australia. They talk about how awesome it would be to be gay, and they discuss Mark Normand’s bachelor party where Bert Kreischer had a bit of a meltdown. They exchange stories about knocking things out of people’s hands, Tom’s kids and Ari’s hemorrhoids.

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Is Squirting Real? | 2 Bears, 1 Cave Ep. 190 Jun 19, 2023

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It’s a classic episode of 2 Bears, 1 Cave with Tom Segura and Bert Kreischer and Bert gets right into the only thing on his mind at the moment: Squirting isn’t real. They talk about some weird fan interactions they’ve had and how they interact with celebrities they admire. They discuss taking chances on certain jokes, tough languages, releasing movies in China, and learning how to say very cool things in Arabic. Bert talks about how much he’s been partying during the Machine premiere, Trick Daddy, Drink Champs, and celebrities they’d love to party with.

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Plus-Size Accommodations w/ Tim Dillon | 2 Bears, 1 Cave Ep. 189 Jun 12, 2023

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It’s another episode of 2 Bears 1 Cave with Tom Segura and guest bear Tim Dillon! Tim explores what his political platform would be for 2024, North Korean way of life, and what murder feels like, allegedly, and the Austin serial killer. They discuss wildly inappropriate politicians, Tim’s new book, and how horrible cruises are. They discuss accommodations for fat people, trans racial folks, and Tim Dillon’s incredible ability for creating great content.

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The Machine Premiere | 2 Bears, 1 Cave Ep. 188 Jun 05, 2023

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It's another week of 2 Bears 1 Cave with the OG bears Tom Segura and Bert Kreischer! Bert's movie "The Machine" just came out and you should go see it in theatres! They talk about the making of the movie, Tom surprising Bert at the premiere, fun stories about working with Iva Babić, Mark Hamill, Arnold Schwarzenegger and Mark Wahlberg. Bert recalls how good some famous people at the premiere were great at interacting with people, and how it's completely different from Joe Rogan's energy, there own energy and Jason Mamoa. And we wrap up with people flubbing Bert's last name and Drink Champs

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Flooring It w/ Ryan Blaney | 2 Bears, 1 Cave Ep. 187 May 29, 2023

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This week on 2 Bears, 1 Cave Tom Segura is here to talk to his guest bear, American professional stock car racer who competes full time in the NASCAR Cup Series driving the #12 Ford Mustang for Team Penske, Ryan Blaney! Tom learns about how Ryan got into pro racing, Ryan learns about Tom’s love of cars, and Ryan shares some hilarious Michael Jordan stories. Ryan shares the differences between the different skill levels of racing, racer Josh Williams who walked across the track in protest, touring routines, Talladega Nights, and how they hung out in Daytona at the Indy 500. They discuss the typical fitness level of a NASCAR driver, they talk about some of their favorite street legal cars,

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Make Hollywood Fun Again w/ Kevin Smith | 2 Bears, 1 Cave Ep. 186 May 22, 2023

Show notes

Go watch The Machine in theaters starting May 26th! Go to http://TheMachine.Movie to find showtimes near you.

It’s 2 Bears 1 Cave with Bert Kreischer and guest bear, cult classic director, producer and podcaster, Kevin Smith! The bears discuss the business of podcasting, how Kevin experimented with live shows, and The Machine. They talk about a new chapter of Hollywood, Ben Affleck, and Kevin opens up about his recent mental breakdown. They share insights about workaholism, family life overlapping with their work, pop tarts, doing cocaine on accident and heart attacks.

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The Dream Team w/ Ryan Sickler | 2 Bears, 1 Cave Ep. 185 May 15, 2023

Show notes

Go see Ryan Sickler's new standup comedy special "Lefty's Son" Available on YouTube now: https://youtu.be/AXGHgyr2MNA

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It's another episode of 2 Bears 1 Cave with Tom Segura and guest bear, comedian and podcaster, Ryan Sickler! They talk about how wild the stories on Sickler's patreon is, discuss sex parties and share their most embarrassing sports moments. They share wild stories of Larry Bird talking trash, the Dream Team, and OJ Simpson. They talk about famous athletes with AIDs, freak athletes, trade coach stories and discuss athletes who smoke and party.

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The Monarchy Sucks w/ Jim Jefferies | 2 Bears, 1 Cave Ep. 184 May 08, 2023

Show notes

This week on 2 Bears 1 Cave Bert Kreischer welcomes guest bear Jim Jefferies! They discuss serial killers, Australia, and a having a bad sense of smell. They discuss Brad Pitt, Austin Butler, Tom Holland and accents. They discuss Jim’s new TV show and try to see how well Bert would do on it. They discuss the Royal Family, the comedy terrorist, top tier American and foreign comedians, and Jimmy Carr’s attempted cancelation. They also discuss controversial current events, Jim’s comedy, Jim’s Dad and Australian legend Shane Warne.

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Women Have It Good w/ Yannis Pappas | 2 Bears, 1 Cave Ep. 183 May 01, 2023

Show notes

SPONSORS:

- Go to https://Saatva.com/theshit to get $200 off ANY mattress of your choice.

Tom Segura is joined by guest bear Yannis Pappas on this week’s 2 Bears, 1 Cave. They discuss the old times, speeding, homelessness, exclusivity and wait for things, their experiences in therapy, and how Yannis is cheating on his therapists, and very cool guys Greg Hardy, Ray Rice, Woody Allen, and Bernie Madoff. Yannis also shares the story of how he got shot, and his experience recovering from it.

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