2 Bears, 1 Cave with Tom Segura & Bert Kreischer

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

Nick Kroll Convinced Netflix to Air Animated Animal Sex | 2 Bears, 1 Cave

Explore episode Jun 1, 2026

Where this was said

The Greatest Comedy Photo You're Not In

At 25:25 · chapter starts 18:30

Bert sets up the segment by noting that only a fellow comedian could truly appreciate the significance of a room containing the four or five people who are the reason most of them got into comedy at all. Kroll walked in late with Santino Fontana and Ronny Chieng, with Louis C.K. behind them, found the stands already full, and seriously considered climbing a tree to get in frame — 'which would be an unbelievable story,' he notes, then adds he doesn't currently have insurance. He eventually found a spot in front by chance, bumped into Sandler ten seconds before the photo was taken, and ended up seated next to Chappelle. Bert's parallel story involves jumping into a pool at a previous year's event on request, with Chappelle's vocal endorsement the only thing keeping the room's assembled egos from revolting. The segment doubles as a masterclass in comedy-world social dynamics: the unspoken hierarchy, the silent auditioning for position, and the strange simultaneous privilege and insecurity of belonging to that room.

Comedy
The Sarandos Brunch: Every Comedian You've Ever Loved in One Room

Nick Kroll Convinced Netflix to Air Animated Animal Sex | 2… · Jun 1, 2026 Comedy

The annual Ted Sarandos Netflix brunch is the most concentrated gathering of comedy royalty on the planet. Nick Kroll arrived late, nearly climbed a tree to get in the shot, and ended up in the front row sitting next to Chappelle after accidentally walking in alongside Sandler. The photo looks effortless. It absolutely was not.

Similar podbits

Comedy
Bobby Walked 7 Miles Home With Dicks on His Face

Tortilla Face · Aug 10, 2026 Comedy

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.

Comedy
Cracking the Aladdin 9/11 Code

Tortilla Face · Aug 10, 2026 Comedy

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.

Comedy
The Caddyshack Drug Revelation and Their Dream Movie

Tortilla Face · Aug 10, 2026 Comedy

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.

Comedy
The Towel Story: Rich People Have New Towels

"Robby Hoffman" · Aug 10, 2026 Comedy

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.