2 Bears, 1 Cave with Tom Segura & Bert Kreischer

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

Live from the Rose Bowl | 2 Bears 5K ft. Jelly Roll, Ari Shaffir, Joe DeRosa & Are You Garbage?

Explore episode May 18, 2026

Where this was said

Ari Shaffir

At 55:35 · chapter starts 49:51

Ari Shaffir arrives having just taught a yoga class at the 5K, heat-stroked and bearded, and the dynamic immediately shifts into the philosophical and anarchic. The group swaps Shaq stories — Ari relays Brett Ernst's anecdote about Shaq spending 90 minutes playing with birthday party children and paying their tab — before pivoting to Joe Rogan's stratospheric fame and the odd experience of realizing your friends have become cultural institutions. Bert unpacks his therapist's framing of his narcissism: he doesn't cheat because he'd be miserable without his wife, not because he cares about her feelings, and the 5K itself is a product of that self-centered drive. The gang then reconstructs 'Fat Tom' with forensic glee — the pecan pie spiral, the hot sauce kit, the body that had 'given up' — before Ari casually drops that he regularly passes blood and has no intention of addressing it.

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