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Fat Tommy Vs Skinny Tom | 2 Bears, 1 Cave

2 Bears, 1 Cave with Tom Segura & Bert Kreischer

YMH Studios

July 27, 2026

Show Notes

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This week on 2 Bears, 1 Cave, Tom Segura and Bert Kreischer compare their two very different eras of being fat, Tom's custom-made fat guy shirts, hard visceral fat vs. soft fat, and why losing weight made everyone think Tom got lip injections. Bert's sober documentary binge takes them from Patient Zero "Gay Tom" spreading AIDS across the Air Canada route map to Concorde pricing scams. Tom also reveals the fattest thing he's ever seen Bert do: ten appetizers, four entrées, and twenty doubles in Tallahassee. Bert also retells Bill Hader's retelling of Henry Rollins meeting David Lee Roth, and his daughter's instantly legendary Boston Tea Party take. Then things get real: a midlife crisis YouTube video sends Bert and LeeAnn into a "sell everything and get five apartments in five cities" fantasy, LeeAnn gets brutally honest about when she was happiest, and Tom breaks down the difference between happy and content. Plus: Hulk Hogan inflating Andre the Giant's weight, Julian's belt reaction to the Michael Jackson movie, Whoop resting heart rate brags, Craig Robinson's dunk, and the great first sweat vs. last sweat debate.

2 Bears, 1 Cave Ep. 334

https://tomsegura.com/tour
https://www.bertbertbert.com/tour
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Chapters
- Intro
- Fat Tommy Vs Skinny Tom
- Patient Zero, Polio, & The Concorde
- The Fattest Thing Tom Ever Saw Bert Do
- Bill Hader, David Lee Roth & Boston Tea Party
- Hulk Hogan, Macho Man & LeeAnn Off Leash
- Five Apartments In Five Cities
- Bert's Midlife Crisis Theory
- "You're Not Hitting The Notes, Mike"
- Whoop Brags & Craig Robinson Dunking
- Wrap Up

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Fat Tommy Vs Skinny Tom | 2 Bears, 1 Cave — Podcst