Podbit · 2 Bears, 1 Cave with Tom Segura & Bert Kreischer
Ari Shaffir returns from a world travel sabbatical and surprises Bert Kreischer with a 'Trippy Award' for best episode of his travel podcast You Be Trippin'. The entire crowd expects a prank, but the award is genuine — no turd in the box.
Where this was said
At 1:00:15 · 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. [1] — Ari Shaffir "Ari Shaffir relays comedian Brett Ernst's story about Shaq at a restaurant: asked to say hi to children at a birthday party mid-meal, Shaq …" 50:20 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. [2] — Bert Kreischer "Bert Kreischer argues that narcissism isn't inherently bad — he only does things because of how they make him feel, including not cheating …" 55:35
Ari Shaffir relays comedian Brett Ernst's story about Shaq at a restaurant: asked to say hi to children at a birthday party mid-meal, Shaq finished eating first, then spent 90 minutes playing with the kids and paid their entire tab before leaving.
Bert Kreischer argues that narcissism isn't inherently bad — he only does things because of how they make him feel, including not cheating on his wife (he'd be miserable without her) and not talking shit about Tom (Tom hasn't done anything worth it). His therapist agrees.
Bert and Ari reconstruct 'Fat Tom' — a version of Tom Segura who was broke, binge-made pecan pies, and gained 30 pounds in a month before he knew he had money. Today's Tom has a chef and red light therapy injections. The contrast is wild.
A broken pipe turned the Bad Friends studio into a hydrogen sulfide chamber. The crew denied smelling anything — which, as Andrew pointed out, makes their home lives deeply suspicious.
At a childhood sleepover in Sacramento, Bobby Lee's friends drew penises all over his face while he slept. He woke up, cried, and walked 7 miles down a dirt road before Eric Purvis's mom drove out to retrieve him.
On KSI's Make Me Laugh show, Bobby Lee got slapped so hard he fell and briefly blacked out — 5 minutes into the event. The rule was to use a tortilla, but the contestant used his bare hand instead.
What starts as a riff on Amber Alerts turns into an elaborate Speed remake: Bobby is a Hollywood tour guide whose bus shares a route with a kidnapper's identical bus, there's a bomb on board, and Keanu Reeves needs to be called immediately.
Their producer riffs a conspiracy theory about Lindsey Graham's death in Kyiv, which somehow leads to Bobby and Andrew discovering that every lyric of 'A Whole New World' from Aladdin secretly describes 9/11. They are disturbingly convincing.
Bobby Lee woke up Saturday morning to find three children splashing in his pool, along with a professionally hired swimming teacher — all arranged by friends who have keys to his house. His response: 'There's just too much joy here.'
Harold Ramis told a story about Caddyshack's cast doing drugs all day and night during Florida storm delays, with half their pay going to cocaine. Bobby Lee immediately wants to make that exact movie — and offers to relapse to do it.
Robby Hoffman had never heard of 'new towels.' A towel, in her world, was built with the house. When Sarah Silverman announced she'd bought new pool towels, it was a class-gap revelation.
Will Arnett pitched the perfect rich-person home for Robby: seven-hundred-thread-count sheets and brand-new towels — but a tiny, wrecked kitchen with a coil stove, chips, and Sprite. Best of both worlds.
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