Sober October Crew

Who is Sober October Crew?

Bert Kreischer is a stand-up comic, podcaster, and actor. He's the host of "The Bertcast" podcast and YouTube cooking program "Something's Burning." He's also the co-host of the "2 Bears, 1 Cave" podcast with fellow comedian Tom Segura. Watch his latest special, "Bert Kreischer: Razzle Dazzle," on Netflix.  www.bertbertbert.com Tom Segura is a stand-up comic, actor, podcaster, and author. He co-hosts two podcasts, "Your Mom's House," with his wife, comic Christina Pazsitsky, and "Two Bears, One Cave," with comic Bert Kreischer. He's also the host of his own podcast, "Tom Segura en Español," and is the author of "I'd Like to Play Alone, Please: Essays." Watch his latest special, "Tom Segura: Sledgehammer," on Netflix.  www.ymhstudios.com Ari Shaffir is the host of "The Skeptic Tank" and "You Be Trippin'" podcasts. Watch his latest comedy special, "Ari Shaffir: Jew," on YouTube.  www.arishaffir.com

Topics and Timestamps

• 01The Sober October crew discusses their annual sobriety challenge and what motivates them to participate each year
• 02Bert Kreischer talks about his comedy tour experiences and what it's like performing across the country
• 03The group discusses physical fitness challenges and competition between cast members during Sober October
• 04Conversation about the pressures of staying sober and maintaining discipline in the entertainment industry
• 05Tom Segura and Bert Kreischer share stories about their podcasts and audience interactions
• 06Discussion of how the Sober October challenge has evolved and what they've learned from past years
• ▶Crew explains what Sober October means and why they do it annually0:04:30
• ▶Bert and Tom discuss the physical competition aspect and training regimen0:18:45
• ▶Discussion of how sobriety changes perspective on daily life and habits0:35:20
• ▶Crew shares stories from memorable Sober October moments from previous years0:52:10
• ▶Final discussion about what they've learned and how it impacts their year1:22:00

The Show

JRE 2093 brings the Sober October crew back to talk about one of the year's most anticipated challenges. Bert Kreischer and Tom Segura join Joe to discuss what goes into preparing for a month of sobriety and physical competition. The energy is immediately high as the guys joke about past years and what makes this challenge so compelling for them and their audiences.

The conversation digs into why Sober October matters beyond just not drinking. These are guys whose careers and personalities are built around partying and excess, so the fact that they voluntarily put themselves through this test speaks to something deeper about discipline and self-respect. Bert talks about how the challenge forces him to confront what he's actually doing with his time when alcohol isn't a factor. Tom brings his more measured perspective, discussing how much preparation goes into competing at a legitimate level.

There's real talk about the fitness side of things. These aren't gym rats doing Sober October, they're comedians pushing their bodies in ways they normally don't. The stakes are real because there's money involved and genuine competition. Joe and the crew dive into the specific challenges, the workouts, and what happens when your body starts actually responding to sobriety and exercise. The guys reference specific moments from past years that became legendary within their group.

The podcast aspect comes up naturally as they discuss how their audiences connect with Sober October. Listeners and fans have made it clear they want updates, they want to follow along, and they want to see these guys succeed. That external accountability is part of what makes it work. Bert and Tom talk about how it's become more than just a personal challenge, it's become a shared experience with their communities.

Throughout the episode there's this underlying theme about getting older and what that means for these guys. They're not 25 anymore. Recovery takes longer. The damage from years of touring and partying shows up differently. But that's also part of why Sober October hits different now. It's not just about proving something to yourself or your friends, it's about recognizing that your body is keeping score.

Best Quotes

Mentioned in This Episode

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