2 Bears, 1 Cave with Tom Segura & Bert Kreischer cover image

2 Bears, 1 Cave with Tom Segura & Bert Kreischer

Latest episodes

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Jun 9, 2025 • 1h 7min

Mark Normand Is A Gay Dad | 2 Bears, 1 Cave

SPONSORS: - Upgrade your wardrobe and save on @trueclassic at https://trueclassic.com/BEARS ! #trueclassicpod - Head to https://acorns.com/bears or download the Acorns app to get started. - Get started at https://factormeals.com/bears50off and use code bears50off to get 50 percent off plus FREE shipping on your first box. 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 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com 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 Learn more about your ad choices. Visit megaphone.fm/adchoices
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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 SPONSORS: - Make life easier by getting harder and discover your options at https://BlueChew.com! And we’ve got a special deal for our listeners: Try your first month of BlueChew FREE when you use promo code BEARS -- just pay $5 shipping. - If your revenues are at least in the seven figures, download the free e-book “Navigating Global Trade: 3 Insights for Leaders” at https://NetSuite.com/BEARS. - Sponsored by BetterHelp. Our listeners get 10% off their first month at https://betterhelp.com/bears 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 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com 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 Learn more about your ad choices. Visit megaphone.fm/adchoices
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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: - Get started at https://factormeals.com/bears50off and use code bears50off to get 50% off plus FREE shipping on your first box. - Make friends and grab some merch at https://www.drinkporosos.com/ 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
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May 19, 2025 • 1h 8min

Bad Thoughts About Meghan Markle | 2 Bears, 1 Cave

SPONSORS: - Grab your tickets at https://NASCAR.com/tickets. If you can’t make it, grab a beer and your friends, find your seat on the couch, and gear up for some of the best racing in the world at Charlotte Motor speedway. Tune in to the Coca Cola 600 this Sunday at 6:00 PM Eastern - Brought to you by BetterHelp. Visit https://betterhelp.com/bears to get 10% off your first month - Sign up for a $1 per month trial period at https://shopify.com/bears. - Get your summer savings and shop premium wireless plans at https://mintmobile.com/BEARS. 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
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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!
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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!
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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.
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Apr 28, 2025 • 2h 3min

The Blue Origin Broads Backlash w/ Thomas Lennon | 2 Bears, 1 Cave

Join funnyman Thomas Lennon, known for his roles in "Reno 911!" and "Night at the Museum," as he gets candid with Bert Kreischer. They swap wild stories about real-life confrontations and the absurdity of Amazon reviews for "Mein Kampf." The duo dives into the unique all-female Blue Origin space flight and debate which celebrities should be launched into orbit next. Lennon shares his experience working with Christopher Nolan and the highlights of navigating fame, alongside hilarious anecdotes about claustrophobia and surreal spelunking experiences.
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18 snips
Apr 21, 2025 • 1h 16min

Sampling Your Own Sauce | 2 Bears, 1 Cave

Bert and Tim recover from a wild night at a gay bar while IV drips infuse them with humor. They discuss Instagram FOMO and the magic of home-cooked meals by minority women. There's a quirky obsession with a chola influencer and a hilarious cocktail created during their takeover. The duo delves into the amusing nature of compliments, the appeal of the Kelce brothers, and even the audacity of 'sampling your own sauce.' Expect laughter, cultural reflections, and outrageous stories throughout!
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Apr 14, 2025 • 1h 20min

Bert Choke Slammed Two Dudes | 2 Bears, 1 Cave

Get ready for laughs as the Bears dive into unexpected p*rn genres and debate the art of 'homie head.' Bert shares a wild story about choke slamming two dudes on live TV, while the duo prepares for a hilarious gay bar takeover. They discuss the quirks of international women and the sexiest accents, all sprinkled with humorous tales from wrestling events. The conversation dances through arranged marriages, the dynamics of gay culture, and a quirky take on creating a retirement community. Pack a towel; it’s about to get sweaty!

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