2 Bears, 1 Cave with Tom Segura & Bert Kreischer

Quote · 2 Bears, 1 Cave with Tom Segura & Bert Kreischer

The End Is Here w/ Ari Shaffir | 2 Bears, 1 Cave

Explore episode Apr 20, 2026

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Booze Tales & Sobriety Influencers

At 56:59 · chapter starts 47:30

With his phone's algorithm now entirely colonized by sobriety content, Bert launches into a sustained, funny rant against sobriety influencer culture. He singles out the 300-day-sober guy who clears a million dollars a year selling his story, and the reformed addict who credits God and church while Bert argues they're still one relapse away from their old habits. The philosophical core of the rant: the number of sober days is itself a trap — he recounts a conversation with a man 375 days sober who told Bert the number was 'fucking him up.' Tom draws a parallel to Duolingo streaks, which he maintained for four years before deliberately walking away. Bert then makes a case for low-dose cannabis as an incremental-consumption alternative to alcohol, but concludes that the irreplaceable social magic of drinking is the ritual of incremental ordering — 'do you want another one?' — which edibles can never replicate.

Society & Culture
Bert's Nihilist Anti-Wellness Rant

The End Is Here w/ Ari Shaffir | 2 Bears, 1 Cave · Apr 20, 2026 Society & Culture

Bert's liver and blood pressure are better than they've been in years after 3 months sober — and he cannot wait to wreck them again on July 12th. His theory: no one has a legacy, life is a cash grab, and the sobriety influencers claiming otherwise are just monetizing their own weakness.

Society & Culture
Sobriety Influencers: The Roast

The End Is Here w/ Ari Shaffir | 2 Bears, 1 Cave · Apr 20, 2026 Society & Culture

Every algorithm has been feeding Bert sobriety content since his blood clot — and he's had enough. The guy with 300 sober days who clears a million dollars a year selling his story, the reformed addict who's one bump away from relapse but has found God: Bert argues neither has actually fixed anything, they've just repackaged the problem.

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