
2 Bears, 1 Cave with Tom Segura & Bert Kreischer
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.
Latest episodes

15 snips
Jun 30, 2025 • 1h 9min
Fun With Foreign Slurs | 2 Bears, 1 Cave
Bert shares wild tales post-intestine surgery while Tom dives into the chaos of celebrity crimes, raising questions about talent versus morality. They hilariously discuss Titanic cowardice and a peculiar fisherman who may have eaten his mate. The conversation goes rogue with a lighthearted look at racial slurs from different languages, while also touching on toxic celebrity behavior and bizarre personal stories. Expect uproarious anecdotes about throwing wives through windows and navigating the absurdities of public behavior.

14 snips
Jun 23, 2025 • 1h 12min
Kinky Kings w/ Jim Norton | 2 Bears, 1 Cave
This week, comedian Jim Norton joins the hosts for a wild ride! Known for his edgy humor, Jim dives into his new YouTube special and reveals why he’s turned away from being a cuck. Expect jaw-dropping tales from Brazil and hilarious takes on everything from war documentaries to the high stakes of stand-up. They dissect memorable moments from Orson Welles and William Shatner, brainstorm JFK conspiracies, and reflect on the charismatic chaos of figures like Jeffrey Epstein. Prepare for laughs, insights, and candid confessions!

Jun 16, 2025 • 1h 26min
"Dancers" Would Drop Me Off At School w/ That Mexican OT | 2 Bears, 1 Cave
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This week on 2 Bears 1 Cave, Tom Segura and Bart Kersher are joined by rapper That Mexican OT! They kickoff the chat talking about Mexican food, burger spots, and That Mexican OT reveals a wild secret he has about eggs. On top of being super chill, That Mexican OT is a real authentic dude and he opens up about his very unique upbringing that helped shape who he is today. The trio discuss everything from hunting kangaroos to Japanese cholos, plus they also talk about bullfighting, gangster moms, pimp fathers, four wheelers, Project Recess! Grab some Por Osos and enjoy this episode!
2 Bears, 1 Cave Ep. 293
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Chapters
00:00:00 - Intro
00:04:16 - Mexican Food, Burger Places, & Eggs
00:10:47 - Kangaroo Hunting, Collabs, & Project Recess
00:19:56 - Bullfighting & Strippers
00:25:57 - Mom Scents & Med Shit
00:34:30 - Going International
00:40:18 - Authenticity & Growing Up Young
00:46:30 - Four Wheelers & Cholo Culture
00:52:26 - It's Scary Underwater
01:00:25 - Tough Guys
01:07:19 - Album Drop, Movies, & Rap Music
01:15:38 - Vodka Endorsement
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Jun 9, 2025 • 1h 7min
Mark Normand Is A Gay Dad | 2 Bears, 1 Cave
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This week on 2 Bears 1 Cave, Tom Segura is joined by the hilariously unfiltered Mark Normand! The episode kicks off with farts and sharts as Mark shares the horrifying tale of sharting on a date right after letting one rip at the top of the show.
The Bears talk about parenthood, including Mark's brand-new baby, Tom's kids telling gay jokes, the absolute chaos of tiny humans mimicking adult behavior, and the innocence of youth. They next dive into Tom Cruise’s intensity, his popcorn-eating habits, and whether the man who saved cinema is also just a little…off. Then they go deep on comedy life: struggling in New York, open mics, internet haters, and the brutal truth that even legends get roasted.
Mark also shares more about life as a Brooklyn dad, falling asleep to podcasts, his time as a janitor, and a wild Copenhagen strip club story courtesy of Bert Kreischer. The conversation also hits on Tim Dillon's CNN moment, Sam Morril, Joe List, Vyvanse brain boosts, and weird dudes trying to get into business with Tom’s old corn star neighbor. Buckle up, queef it up, and enjoy!
2 Bears, 1 Cave Ep. 292
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Chapters
00:00:00 - Intro
00:00:35 - Sharts & Babies
00:05:08 - Tom Cruise
00:13:42 - Dad Stuff
00:20:12 - COMEDY!
00:27:22 - Hate From The Internet
00:33:42 - New York Comedy Scene
00:38:46 - Gay For Bert
00:44:41 - Conquering New York
00:51:03 - Right Man For The Job
01:00:10 - Texas
01:03:34 - Wrap Up
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Jun 2, 2025 • 1h 40min
Tom's Dad STOLE Dynamite & BLEW UP A Bridge w/ Barstool Big Cat | 2 Bears, 1 Cave
Check out the newest podcast from YMH Studios "Not A Damn Chance"! Hosted by pro skateboarder Neen Williams and Michelin-starred chef Phillip Frankland Lee https://www.youtube.com/watch?v=ihy5odp5G9A
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This week on 2 Bears 1 Cave, Tim Segura and Bert Kershire are LIVE from the Barstool Chicago studio and share some stories of their latest shenanigans in the Windy City. The Bears also talk about bombing in Hawaii, jokes about slurs, fathers, women fading, whatever's going on in Bert's mouth, plus the internet hate for WNBA player Angel Reece and alleged royal Meghan Markle. The Bears are then joined by Big Cat who talks about stuff his kids are into lately and his favorite hobby aka gambling. Speaking of which, he also teaches the Bears about Dana White's infamous Tunnel of Chaos, before they pivot to the series "MobLand", and Tom shares a story about almost buying Dr. Dre's house. Bert also trash talks Tom's home base for some reason and compares us...I mean...it, to an abortion clinic or a dentist office, which, let me say is totally an exaggeration....I love working here. Enjoy the episode!
2 Bears, 1 Cave Ep. 291
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Chapters
00:00:00 - Intro
00:02:36 - Chicago Shenanigans
00:16:06 - Mouth Stuff
00:19:39 - Bombing Hawaii
00:29:01 - Friends
00:36:51 - Internet
00:43:28 - Women
00:49:04 - Big Words
00:59:18 - Mandela Effects
01:03:51 - Kids Stuff With Big Cat
01:12:09 - Gambling
01:20:42 - MobLand
01:24:17 - Work From Home
01:30:37 - Big Cat's Other Interests
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May 26, 2025 • 1h 20min
Tom Shows Harland Williams His Chocolate Starfish | 2 Bears, 1 Cave
Check out the newest podcast from YMH Studios "Not A Damn Chance"! Hosted by pro skateboarder Neen Williams and Michelin-starred chef Phillip Frankland Lee
SPONSORS:
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This week on 2 Bears 1 Cave, Bert is on a retreat in Istanbul so Tom Segura is joined by the brilliantly bizarre Harland Williams for an unhinged episode packed with supposedly true stories, bootyholes, and too many farts. Harland kicks things off by reminiscing about fingering calamari and the first time someone touched his arse—with a thermometer. Tom shares the traumatic moment he had to show a friend his infamously hairy sphincter... and yes, he ends up showing Harland too.
Surprisingly, the conversation spirals into absurd territory with erotic drawings, smut searches, fart-catching attempts, a Dominican dick flash, and a deep dive into Enny’s alleged fondness for buttholes. Harland doesn’t disappoint either—he reacts to fart videos, tells a story about dating Madonna, and looks forward to tanning with Tom. The two also talk about creativity, recreational drugs, Harland's distrust of nicotine pouches, the anthems of both Canada and Texas, plus playing doctor, and horseshoes with neck pillows. Oh, and Harland names his favorite dictator. Stick around to find out if Harland ends up eating Tom.
2 Bears, 1 Cave Ep. 290
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com
Chapters
00:00:00 - Intro
00:02:55 - Arses & Calamari Rings
00:14:34 - So Much Hair
00:26:10 - What's Going On With Canada?
00:31:24 - Measurements, Buzzes, & Vices
00:41:37 - Favorite Dictator
00:51:49 - Dating Madonna
00:55:46 - Clip: Baddie Farts
00:56:49 - Play Back The Tape
00:58:13 - Clip: Fart In One
00:59:29 - Tanning & Tour Dates
01:05:45 - Gas, Gashes, & Gruesome Videos
01:11:48 - Harland Wants To Eat Tom Learn more about your ad choices. Visit megaphone.fm/adchoices

May 19, 2025 • 1h 8min
Bad Thoughts About Meghan Markle | 2 Bears, 1 Cave
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This week on 2 Bears 1 Cave, Tom Segura and Bert Kreischer go deep on Tom’s new Netflix series Bad Thoughts — a disturbing, hilarious, and brilliantly unhinged ride that Charo absolutely hated. The Bears talk about favorite sketches, behind-the-scenes moments, bloopers, and why Bert is both joking and not joking about not being cast.
They dive into the art of acting, working with writers, and getting lost in characters — plus Bert’s dream roles if he had been invited. Also: Tom's Italian guy character, hair insecurity, Kevin James dying his beard, and Tom's preference for a show that doesn't look like a comedy. Elsewhere, Bert shares his Post Malone + Jelly Roll solo mission, NASCAR plans, and recent attempts at eating clean and not drinking again. There’s debate over royal titles, Meghan Markle, Prince William, and a killer impression of the royal family worrying about baby skin tone. Plus: Bert’s mail opening trauma, how he weighs himself, cauliflower pizza, bar takeovers, and why Tom might actually like who he is. It’s full sketch comedy breakdown meets chaotic Bear therapy—don’t miss it.
2 Bears, 1 Cave Ep. 289
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com
Chapters
00:00:00 - Intro
00:00:20 - Tom Talks Bad Thoughts
00:13:50 - Cinematography & Awkward Sex Scenes
00:21:45 - Casting Choices & Putting Friends In Movies
00:33:23 - Tom's Acting, Bert's "Sobriety", & NASCAR
00:40:20 - The Royals & Meghan Markle
00:55:01 - Bills
01:03:01 - Big Boys
01:09:31 - Wrap Up Learn more about your ad choices. Visit megaphone.fm/adchoices

May 12, 2025 • 1min
Welcome to 2 Bears, 1 Cave with Tom Segura & Bert Kreischer
Join two comedian pals as they dive into hilarious banter and spontaneous discussions. They share their wild stories, highlight the joys and challenges of engaging with their audience, and invite special guests for lively interactions. Expect plenty of laughter and playful exchanges that showcase their dynamic friendship. It's a delightful mix of humor and heartfelt moments!

20 snips
May 12, 2025 • 1h 9min
Ripping Beers & Running 5K's w/ Jason Kelce, N.O.R.E, and Beau Allen | 2 Bears, 1 Cave
Join N.O.R.E, the charismatic rapper and Drink Champs host, alongside Jason Kelce, a Super Bowl champion and former NFL star, as they tackle the hilarious challenges of a 5K run. They dive into the quirks of fitness culture, share outrageous drinking stories, and engage in playful banter about memorable nicknames in sports. The trio also reflects on the journey of personal growth through running and hip-hop, weaving together tales of camaraderie and the sometimes ridiculous side of competition. It's a laugh-out-loud conversation you won't want to miss!

9 snips
May 5, 2025 • 1h 18min
MrBallen Traumatizes Tom Segura | 2 Bears, 1 Cave
Tom Segura chats with MrBallen, a former Navy SEAL turned YouTube sensation known for his dark storytelling. They dive into chilling true crime mysteries, including the haunting Yuba County Five case, and share the harrowing realities of oil rig dangers. MrBallen reflects on his unique journey from the military to crafting engaging narratives that deeply resonate with audiences. The duo also explores fascinating topics like habitable exoplanets and conspiracies surrounding space travel, blending humor with captivating tales that will keep you on the edge of your seat.