2 Bears, 1 Cave with Tom Segura & Bert Kreischer

By 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.... more

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FAQs about 2 Bears, 1 Cave with Tom Segura & Bert Kreischer:

How many episodes does 2 Bears, 1 Cave with Tom Segura & Bert Kreischer have?

The podcast currently has 304 episodes available.

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

June 23, 2025 Kinky Kings w/ Jim Norton | 2 Bears, 1 Cave
Check out Jim's new special Unconceivable right now on YouTube! Watch is here: https://www.youtube.com/watch?v=rb05fiUz6cU
SPONSORS:
-Our listeners get 10% off their first month at https://betterhelp.com/bears
-Get up to $200 off Square hardware when you sign up at http://square.com/go/bears ! #squarepod

This week on 2 Bears 1 Cave, Tom Segura is joined by the legendary Jim Norton! The bears dive into Jim’s brand new special, why he no longer wants to be a cuck, and what it’s like to live shamelessly — including some very NSFW stories from Brazil.
Tom and Jim cover everything from a friendly Hitler and war documentaries to bombing onstage and the dark side of stand-up. They check out clips of Orson Welles’ drunk ad reads and William Shatner being difficult during a recording, and discuss JFK conspiracies, before pivoting to the power of charismatic maniacs like Jeffrey Epstein. Plus, Tom confronts his own comedy insecurities and Jim shares some Patrice O'Neal stories and breaks down the wildest moments from his years in radio. You don’t want to miss this one!
2 Bears, 1 Cave Ep. 294

https://tomsegura.com/tour
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Chapters
00:00:00 - Intro
00:00:38 - It's Hitler Summer
00:05:41 - Comedy Special Edits, Self-Hatred, & Narcissists
00:16:41 - Embracing Shame
00:23:49 - Dopamine Release
00:30:01 - Orson Welles & William Shatner
00:38:27 - Favorite Interview Guests & JFK Conspiracies
00:43:50 - Epstein
00:50:10 - Bombing
00:56:30 - Headliners
01:02:27 - Patrice O'Neal

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1h 12min
June 16, 2025 "Dancers" Would Drop Me Off At School w/ That Mexican OT | 2 Bears, 1 Cave
SPONSORS:
- Your summer wardrobe awaits! Get 20% off @chubbies with the code cave at https://www.chubbiesshorts.com/cave #chubbiespod
- Sign up for a $1 per month trial period at https://shopify.com/bears.
- Order a bottle of Por Osos and some killer merch online https://drinkporosos.com
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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https://store.ymhstudios.com
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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1h 26min
June 09, 2025 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

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1h 7min
June 02, 2025 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

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1h 40min
May 26, 2025 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

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1h 20min
May 19, 2025 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

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1h 9min
May 12, 2025 Welcome to 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.

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2min
May 12, 2025 Ripping Beers & Running 5K's w/ Jason Kelce, N.O.R.E, and Beau Allen | 2 Bears, 1 Cave
SPONSORS:
- Head to https://bubblycleaning.com/Bears to get your first 3 hours of cleaning for only $19. Thanks so much to Bubbly Cleaning for sponsoring this episode!
- Head to https://acorns.com/bears or download the Acorns app to get started.
- Start your free online visit today at https://Hims.com/BEARS.
- Upgrade your wallet today! Get 10% Off @Ridge with code CAVE at https://www.Ridge.com/CAVE #Ridgepod
- Order a bottle of Por Osos and some killer merch online https://drinkporosos.com
This week on 2 Bears 1 Cave, Tom Segura and Bert Kershire are LIVE from the 2 Bears 5k in Tampa Bay Florida! They aren't alone either, the bears are joined by not one, not two, but three guest bears! Joining Tom and Bert are rapper/running enthusiast N.O.R.E, as well as, former NFL players/Super Bowl champs, Jason Kelce and Beau Allen. The group all get together to talk about the real challenges of the 2 Bears 5k, who the best drinkers are, running, nicknames, dictators, Hype Williams, stupid purchases, and so much more. Enjoy the show!
2 Bears, 1 Cave Ep. 288
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com
Chapters
00:00:00 - Intro
00:04:17 - N.O.R.E
00:14:48 - Japanese Whiskey
00:20:12 - Beau Allen & Jason Kelce
00:26:33 - The Best Drinkers & Worst NFL Matchups
00:35:33 - Nicknames & Dictators
00:42:02 - Hype Williams
00:45:39 - NFL Rookies
00:53:51 - Drinking Before A Big Game
00:58:23 - Stupid Purchases
01:06:16 - Wrap Up

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1h 10min
May 05, 2025 MrBallen Traumatizes Tom Segura | 2 Bears, 1 Cave
Check out MrBallen’s channel here: https://www.youtube.com/@MrBallen

SPONSORS:
- Buy Jack Link's Duos at https://JackLinks.com/DUOS or at your local convenience, gas, grocery store or subscribe and save on Amazon.
- Get up to $200 off Square hardware when you sign up at https://square.com/go/bears! #squarepod
- 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.
- Brought to you by BetterHelp. Visit https://BetterHelp.com/bears to get 10% off your first month.
On this episode of 2 Bears, 1 Cave, Tom Segura is joined by the legendary storyteller himself—MrBallen! Get ready for an epic conversation as they dive into some of the wildest true crime mysteries and horror stories, including the chilling unsolved case of the Yuba County Five and a gruesome incident on an oil rig that will haunt your dreams.
They also explore mind-blowing topics like habitable exoplanets, Katy Perry’s space adventure, and MrBallen’s incredible journey from Navy SEAL to YouTube sensation.
Don't miss this one—it's a mix of mystery, mayhem, and a whole lot of laughs.
2 Bears, 1 Cave Ep. 287
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com
Chapters
00:00:00 - Intro
00:01:15 - The Strange, Dark, & Mysterious World Of MrBallen
00:07:29 - Why True Crime?
00:14:03 - The Stories That Stick With You
00:28:10 - The Yuba County Five
00:35:45 - Exoplanets
00:40:57 - Katy Perry In Space
00:44:47 - First Day On Seal Team 2
00:58:44 - New Career Path
01:10:06 - Grenade Moment

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1h 19min
April 28, 2025 The Blue Origin Broads Backlash w/ Thomas Lennon | 2 Bears, 1 Cave
Check out Bert's new special "Lucky" streaming on Netflix!
The 2 Bears 5k is this Sunday! There’s still time to sign up and join us in Tampa at Raymond James Stadium! Sign up at https://www.2bears5k.com/#intro
SPONSORS:
- Go to https://shipstation.com and use code CAVE to sign up for your FREE trial.
- Learn more about Lightstrike at https://Drinklightstrike.com or follow on TikTok and Instagram @drinklightstrike.
- You can find Cremo’s new line of antiperspirants and deodorants at Target or https://Target.com
- Get started at https://factormeals.com/bears50off and use code bears50off to get 50 percent off plus FREE shipping on your first box.
- Head to https://policygenius.com to get your free life insurance quotes and see how much you could save.
This week on 2 Bears 1 Cave, Bert Kreischer is joined by legendary funnyman and certified bear Thomas Lennon for one of the wildest rides yet. No stranger to confrontations, Thomas tells Bert some stories about a fight he got into in the real-world and the internet. They dive into the Amazon reviews of Mein Kampf, unpack the all-female Blue Origin space flight, and debate which celebs should be launched into orbit next.
Thomas also opens up about working with Christopher Nolan, shares the weirdest thing he’s ever used his fame for, and the two squirm over some spelunking stories. The two also discuss claustrophobia, Tom's basketball injury, suicide pods in Switzerland, and whether getting beat up by a woman is a fair fight. From film criticism to Karen moments, to the legendary Pink Palace, this episode has it all!
2 Bears, 1 Cave Ep. 286
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com
Chapters
00:00:00 - Intro
00:01:23 - Mein Kampf
00:06:34 - Women In Space
00:11:03 - Happy Endings
00:18:18 - Back To The Lady Astronauts
00:22:37 - Thrill Seeking
00:26:00 - Caves
00:35:53 - A Funny Death
00:40:05 - Fame
00:45:47 - Tom's Broken Body
00:49:37 - Swiss Unalive Pods
00:56:38 - The Man Who Would Be King
00:59:44 - Christopher Nolan Movies
01:07:24 - Film Criticism
01:22:27 - Confrontations
01:34:57 - Cop Stuff
01:39:34 - Karen Moments
01:42:57 - Can't We All Just Get Along
01:49:38 - Couples Therapy & The Space Draft
01:55:31 - Body Acceptance

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2h 3min

FAQs about 2 Bears, 1 Cave with Tom Segura & Bert Kreischer:

How many episodes does 2 Bears, 1 Cave with Tom Segura & Bert Kreischer have?

The podcast currently has 304 episodes available.

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