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Bert Kreischer celebrates turning 53 the only way he knows how — by spiraling into an existential and hilarious conversation with comedian and cosmic philosopher Duncan Trussell. From tales of Bigfoot and testicular cancer to deep dives on AI, death, main character syndrome, and whether any of us are even real, this episode swings from absurd to profound faster than Bert can take his shirt off. Duncan and Bert talk about everything — mortality, digital immortality, the illusion of self, performative living, and how comedy might be the purest form of chaos magic. Along the way, they share stories about Joe Rogan, Freddy Soto, and the strange spiritual beauty of making people laugh. There’s even a surprisingly thoughtful discussion about funerals, cruises, and the philosophy of “carpe diem.” Bert also reveals the truth about his infamous cruise (yes, the vodka shortage is real), his daughter’s fandom for Duncan, and why thumbnail culture might have “ruined podcasting.” Duncan, meanwhile, breaks Bert’s brain more than once with talk of Roko’s Basilisk, reincarnation, and smiling on the way to the gallows — all while making it sound like the funniest TED Talk you’ve ever heard. If you’ve ever wondered why we laugh at tragedy, why people live like they’re being filmed, or if you might just be an AI simulation of yourself — this is the episode for you.

2 Bears, 1 Cave Ep. 313

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Chapters

00:00:00 - Intro

00:00:43 - Death Plans & Bigfoot’s Balls

00:03:59 - AI, Immortality & Roko’s Basilisk

00:07:02 - Main Character Syndrome

00:14:54 - Comedy, Therapy & Freddie Soto

00:17:10 - Hail Satan & The Disney Adult Disaster

00:22:46 - Loving Your Fans & Bert’s Cruise of Chaos

00:33:07 - Performative Life & The Polar Plunge Moment

00:41:50 - Are You Really You? Identity, Trauma, & Thumbnail People

00:54:17 - Smiling on the Way to the Gallows

01:03:10 - Cancel Culture, Bunkers & The Human Comedy

01:09:52 - The Weird Miracle Of Being Alive

01:13:43 - Bert Ruined A Photo Op