

2 Bears, 1 Cave with Tom Segura & Bert Kreischer
YMH Studios
Weekly, comedian best friends Tom Segura and Bert Kreischer get together in the bear cave at YMH Studios to do what bears do: make each other laugh.
Episodes
Mentioned books

Nov 3, 2025 • 1h 18min
Duncan Trussell BLOWS Bert's Mind! | 2 Bears, 1 Cave
Duncan Trussell, a comedian and spiritual podcaster known for exploring philosophy and psychedelia, joins for a mind-bending conversation. They dive into the absurdity of Bigfoot, grapple with thoughts on death and AI, and discuss the concept of digital immortality. Trussell and Kreischer reflect on personal existence, humor as chaos magic, and the ethics of risky jokes. With a mix of hilarity and profundity, they explore the performative nature of comedy, the importance of audience connection, and finding joy despite life's uncertainties.

10 snips
Oct 27, 2025 • 1h 11min
Tom Goes One-On-One With The Undertaker! | 2 Bears, 1 Cave
In a captivating conversation, Tom Segura chats with Mark Calloway, famed as The Undertaker, a WWE legend whose character has mesmerized fans for decades. They dive into Mark's unexpected journey from college basketball to wrestling, sharing behind-the-scenes stories from WrestleMania. Mark reveals insights on evolving his iconic persona, the physical toll of the sport, and the unique parallels between the life of a traveling comedian and a pro wrestler. Humor and heartfelt moments make this discussion a must-listen for wrestling and comedy fans alike!

Oct 20, 2025 • 1h 25min
Robert DeNiro Didn't Wanna Be Friends w/ Sebastian Maniscalco | 2 Bears, 1 Cave
Sebastian Maniscalco, a stand-up comedian and actor known for his unique blend of observational and physical comedy, joins the discussion to share insights about his new special filmed at the United Center. The duo explores the emotional nuances of fatherhood and how it has changed Sebastian. There's a humorous dive into old-school comedy tales, including a light-hearted recollection of encounters with Robert De Niro. They also tackle the importance of staying passionate about comedy while finding a balance between fame and family life.

Oct 13, 2025 • 1h 42min
Why Ice Cube Stays Mad in Every Movie w/ Funny Marco | 2 Bears, 1 Cave
This week, Funny Marco, a popular YouTuber known for his viral interviews, joins the discussion. He shares hilarious stories about interviewing celebs like Nicki Minaj and the surreal experience of sudden fame. The conversation dives into the psychology of fame, Ice Cube’s iconic angry roles, and even debates about the sexiest comedians. Marco reflects on maintaining authenticity in a world treating him as a brand and highlights the loss of anonymity that comes with fame. Expect laughs, sharp insights, and plenty of quotable moments!

Oct 6, 2025 • 1h 5min
Tom and Bert's Favorite OF Submissions | 2 Bears, 1 Cave
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This week, Bert and Tom dive headfirst into the weirdest brain rot rabbit holes yet — from testing out VR porn ("you can see her fillings!") to auditioning more OnlyFans submissions, one of which that includes… a unique Por Osos bottle cameo. The Bears also pitch a business idea for a grown-man “locker room,” debate how Bert's woke daughters compare to Tom's redneck sons, and discover the world’s wildest dogs and cats. Plus: Jelly Roll’s 5K transformation, Savannah cats that look like mini-lions, and Bert’s desperate plan to sneak another puppy past Leanne.
It’s sex robots, freeze porn, fat-to-fit inspiration, and pet chaos all rolled into one classic 2 Bears, 1 Cave mess.
2 Bears, 1 Cave Ep. 309
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com
Chapters
00:00:00 - Intro
00:03:22 - Jimmy Kimmel and Tylenol
00:08:17 - New Interest
00:15:54 - What The Kids Are Into
00:27:48 - The Bears Draft A Prospect
00:38:32 - The Locker Room Experience
00:46:18 - Jelly Roll
00:52:10 - Cane Corso vs. Dogo Argentino vs. Savannah Cat
01:01:14 - Wrap Up
Learn more about your ad choices. Visit megaphone.fm/adchoices

43 snips
Sep 29, 2025 • 1h 16min
Phones Are Making You Unfunny w/ Jimmy Carr | 2 Bears, 1 Cave
Join sharp-witted stand-up comedian Jimmy Carr, renowned for his one-liners, as he discusses the world of comedy with Tom Segura. They dive into the impact of technology on culture and the phenomenon of 'cheap dopamine' from social media and porn. Carr shares his outrageous take on marijuana legalization for those over 50. The duo also reflects on the joy of live performances, contrasting it with the emptiness of online entertainment, and explores how modern dating has evolved. Expect laughter and insightful commentary on today's society!

11 snips
Sep 22, 2025 • 1h 20min
James Gunn's Superheroes Are Flawed But Funny | 2 Bears, 1 Cave
James Gunn, the visionary director behind the Guardians of the Galaxy films and co-head of DC Studios, dives into the nitty-gritty of filmmaking. He shares the immense pressure of directing Superman and the sense of relief that followed its success. Gunn discusses the evolution of Peacemaker’s grounded storytelling and the importance of strong comedic material in reviving theater attendance. He also touches on casting challenges, the strategic planning of a decade-long DC universe, and the thrill of keeping filmmaking enjoyable.

13 snips
Sep 15, 2025 • 1h 7min
Bert Calls His Dead Grandma | 2 Bears, 1 Cave
Join two comedic minds as they tackle everything from Bert's heartfelt tale about his late dog and his unexpected sister to the hilarious trials of cat ownership. They delve into the nostalgia of childhood prank calls, riff on trolling with real-world stories, and explore the wild side of VR addiction. With lively debates on OnlyFans submissions and a unique twist involving a call to Bert's deceased grandma, this podcast promises laughs and surprises galore. Plus, a deep dive into gambling and a quest for a shirtless golf buddy!

9 snips
Sep 8, 2025 • 1h 8min
Is White-Face Cool Again? | 2 Bears, 1 Cave
Tom and Bert dive into Drewski's controversial 'whiteface' sketch and the evolving landscape of comedy. They engage in a spirited debate about heroism in the digital age, comparing military service with the rise of social media influencers. College football fandom brings out their nostalgic stories, while Bert hilariously claims he's among the top 0.5% strongest. Their chaotic plan to help an OnlyFans creator adds to the mayhem, probing the line between humor and cultural appropriation.

21 snips
Sep 1, 2025 • 1h 7min
Gambling With Our Lives | 2 Bears, 1 Cave
Tom and Bert dive into a whirlwind of conversations, from Tom's health scare and a brutal water fast to Bert's hilarious midnight antics on set. They explore the shifting landscape of late-night TV and podcasting, while celebrating the thrill of the upcoming NFL season. Humorous insights into their eating habits and the chaos of filming keep things light, alongside Bert's bold $1,000 betting plan on the Buccaneers. With plenty of laughs about family visits and unexpected surprises, this dynamic duo keeps the energy high!


