2 Bears, 1 Cave with Tom Segura & Bert Kreischer-logo

2 Bears, 1 Cave with Tom Segura & Bert Kreischer

Comedy

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.

Location:

United States

Genres:

Comedy

Description:

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.

Language:

English


Episodes
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Bert Calls His Dead Grandma | 2 Bears, 1 Cave

9/15/2025
SPONSORS: - Head to https://acorns.com/BEARS or download the Acorns app to get started. - Upgrade your wardrobe and save on @trueclassic at https://trueclassic.com/BEARS! #trueclassicpod - 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 Hey look, it's your favorite podcast hosts, Tom Segura and Bert Kreischer! This week in the cave Bert kicks things off with a brand-new joke he swears is the best thing he’s ever written, before diving into an emotional (and hilarious) story about his late bull mastiff, and the wild twist involving the family dog's long-lost sister. From there, the Bears riff on straight cat dads, Bert’s “sleep divorce,” VR porn addictions, childhood prank calls, and even the lost art of memorizing phone numbers. Bert even calls his dead grandma and chit chats with scam caller live on air. The episode only gets wilder as Tom and Bert review real OnlyFans submissions from fans, debate who should be the first official “2 Bears OF star,” and spiral into some truly insane pitches that only these two maniacs could come up with. Plus: speech impediments, Elmer Fudd racism, trolling stories, gambling breakdowns from NFL Week 1, and Bert trying to recruit Zac Efron into a shirtless golf fantasy with their new NIL athlete. This might just be the best episode of this show in a long ass time, don’t miss it. 2 Bears, 1 Cave Ep. 306 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:01:41 - Dogs & Cats 00:08:59 - VR Corn 00:17:30 - Memorizing Geography 00:23:24 - Memorizing Phone Numbers 00:31:35 - Prank Calls 00:37:59 - We Got Some OF Prospects 00:49:50 - Speech Impediments 00:53:45 - NFL Week 1 Gambling 00:59:51 - Bert Wants To Adopt Athletes Learn more about your ad choices. Visit megaphone.fm/adchoices

Duration:01:06:54

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Is White-Face Cool Again? | 2 Bears, 1 Cave

9/8/2025
SPONSORS: - Don’t miss out on all the action this week at DraftKings! Download the DraftKings app today! Sign-up using https://dkng.co/bears or through my promo code BEARS. - Don’t let financial opportunity slip through the cracks, get half off your first year with promo code BEARS at https://www.monarchmoney.com/bears - As always, get your first month of BlueChew FREE Just use promo code BEARS at checkout and pay five bucks for shipping. https://bluechew.com - Sponsored by BetterHelp. Our listeners get 10% off their first month at https://betterhelp.com/bears - Download the CFO’s Guide to AI and Machine Learning at https://NetSuite.com/BEARS. We're sorry, guys! Tom and Bert are back in the cave with a full plate: Druski’s viral NASCAR “whiteface” sketch and the art of deep-cover character work, a big “Would you die for your country?” debate, and discuss why streaming giants (Kai, Adin, Jack, etc.) have completely remixed entertainment. Plus, Tom relives an electric college football weekend (FSU at home against Alabama = goosebumps), Bert admits he tried to move a 400-lb armoire and declared himself top 0.5% strong in the city, and the guys hatch a chaotic million-dollar plan to manage an OnlyFans creator—will it work? Is white-face really back? Is Bert making things up? Watch and find out! 2 Bears, 1 Cave Ep. 305 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Gambling problem? Call one eight hundred Gambler. In New York, call eight seven seven eight HOPENY or text HOPENY (four six seven three six nine). In Connecticut, Help is available for problem gambling. Call eight eight eight seven eight nine seven seven seven seven or visit https://ccpg.org. Please play responsibly. On behalf of Boot Hill Casino & Resort (Kansas). Twenty-one plus age and eligibility varies by jurisdiction. Fees may apply in Illinois. Void in Ontario. Bonus bets expire seven days after issuance. See https://sportsbook.draftkings.com/promos. NFL Sunday Ticket offer for new subscribers only and auto-renews until cancelled. Digital games and commercial use excluded. Restrictions apply. Additional NFL Sunday Ticket terms at https://youtube.com/go/nflsundayticket/terms. Limited time offer. Chapters 00:00:00 - Intro 00:01:30 - Druski Doing White Face 00:10:54 - Streamers Ruined The Military 00:17:32 - Would You Die For Our Country? 00:26:25 - Kam Patterson 00:33:20 - Another Tour 00:38:25 - College Football Weekend 00:49:42 - Let's Become OF Boosters 00:59:17 - Bert's Fight With LeeAnn 01:05:28 - Wrap Up Learn more about your ad choices. Visit megaphone.fm/adchoices

Duration:01:08:07

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Gambling With Our Lives | 2 Bears, 1 Cave

9/1/2025
SPONSORS: - Don’t miss out on all the action this week at DraftKings! Download the DraftKings app today! Sign-up using https://dkng.co/bears or through my promo code BEARS. - For simple, online access to personalized and affordable care for Hair Loss, ED, Weight Loss, and more, visit https://Hims.com/BEARS - Upgrade to ShipStation today to get a sixty-day free trial at https://www.shipstation.com/cave Bert and Tom are BACK in the Cave! After a memorable summer takeover by Stavvy and Chrissy D, the OG Bears return to catch up on everything—movies, standup, gambling, insane diets, and why Bert can’t stop eating 10 egg bites at once. Tom opens up about his recent cancer-screening scare, which led to a brutal five-day water fast, and accidentally dropping 25 pounds while filming El Tigre. Bert shares why his watch doesn’t fit anymore, how he tormented his director by throwing Liquid Death cans at 4 AM, and the disgusting way he measures his weight. The Bears also dive into the future of late-night TV, Amy Poehler’s move into podcasting, their own TV and film projects, and Bert’s insane plan to bet $1,000 every week on the Bucs. Plus: family visits on set, Isla living like a diva in Bert’s trailer, Tom’s boys discovering fake cocaine, and both Bears gearing up for the upcoming NFL and NCAA football seasons! 2 Bears, 1 Cave Ep. 304 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Gambling problem? Call one eight hundred Gambler. In New York, call 8778HOPENY or text HOPENY (four six seven three six nine). In Connecticut, Help is available for problem gambling. Call eight eight eight seven eight nine seven seven seven seven or visit ccpg.org. Please play responsibly. On behalf of Boot Hill Casino & Resort (Kansas). Fees may apply in IL. Twenty-one plus age and eligibility varies by jurisdiction. Void in Ontario. Bonus bets expire seven days after issuance. See sportsbook dot draftkings.com/promos. NFL Sunday Ticket offer for new subscribers only and auto-renews until cancelled. Digital games and commercial use excluded. Restrictions apply. Additional NFL Sunday Ticket terms at https://youtube.com/go/nflsundayticket/terms . Limited time offer. Chapters 00:00:00 - Intro 00:00:07 - The Final Episode Of 2 Bears 00:09:36 - Tom's New Movie & Free Bert 00:21:47 - Why Tom Got So Skinny 00:33:23 - Bert Is Fat 00:42:04 - Family Visits + America's Team 00:45:48 - Bert's Big Bet 00:54:05 - Is Tom Down? 00:58:49 - A Bert Game Show? 01:01:45 - Wrap Up Learn more about your ad choices. Visit megaphone.fm/adchoices

Duration:01:07:26

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The Summer Bears Phone It In w/ Stavros Halkias & Chris Distefano | 2 Bears, 1 Cave

8/25/2025
Stavros Halkias Tickets: http://stavvy.biz/tour Chris Distefano Tickets: https://www.chrisdcomedy.com/tickets SPONSORS: - Eat smart at https://FactorMeals.com/bears50off and use code bears50off to get 50% off your first box, plus Free Breakfast for 1 Year. - Order a bottle of Por Osos and some killer merch online https://drinkporosos.com The Summer Bears’ reign has unfortunately come to an end! Stavros Halkias and Chris Distefano return for their last fill-in as hosts of 2 Bears 1 Cave, and they’re going out with a bang. From roasting Tom and Bert’s absence to spiraling into wild tangents about parenting, moving, sex robots, and pie diplomacy with the NYPD, this send-off is chaotic, hilarious, and the perfect finale. Stavvy and Chrissy talk about the shock of how much fans loved their takeover, whether they’d ever come back as the Fall Bears, and even get Bert on the phone. Tom of course doesn’t pick up. But that's okay, because Mark Normand and Sam Morril crash the party near the end, bringing eclairs and stomach bugs to help close things out. It’s been a wild six weeks, and the Summer Bears want to leave you with one last memory. You're welcome, f*ckers! 2 Bears, 1 Cave Ep. 303 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:01:01 - The Summer Bears' Last Dance 00:10:10 - Stoic Shit + Jump Scare Ad Break 00:17:14 - Moving Around & Finding Peace 00:24:12 - Bribing Cops With Pie & Being Addicted To Losing 00:33:06 - ChatGPT Sex Robots 00:41:26 - Swingers & Phoning It In With Bert 00:55:22 - Mark Normand & Sam Morril Learn more about your ad choices. Visit megaphone.fm/adchoices

Duration:01:07:33

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The Audience Is Gonna Hate Us w/ Stavros Halkias & Chris Distefano | 2 Bears, 1 Cave

8/18/2025
Stavros Halkias Tickets: http://stavvy.biz/tour Chris Distefano Tickets: https://www.chrisdcomedy.com/tickets SPONSORS: Our listeners get 10% off their first month at https://betterhelp.com/bears Sign up for a $1 per month trial period at https://shopify.com/bears. If you’re 21+, try VIIA! For 15% off AND a free gift with your first order head to https://viia.co/BEARS and use code BEARS! #viiaparter Head to https://acorns.com/BEARS or download the Acorns app to get started. Stavros Halkias and Chris Distefano return for another sugar-fueled Summer Bears meltdown—this time with bagels, tiramisu, and enough food guilt to keep a Catholic therapist booked for years. The boys break down Chris’ ChatGPT pep talk, reminisce about Stavvy's golden toothless years, and spiral into a deep dive on Neapolitan ice cream fraud, gay NFL cheerleaders, and the politics of bagel orders. Also: Chris reveals his VO2 Max results from a flamboyant fitness coach who may or may not have called him “zaddy.” 2 Bears, 1 Cave Ep. 302 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:01:00 - 2 Pigs, 1 Pen 00:12:45 - Catholic Guilt Vs Greek Shame 00:23:33 - Sexual Awakenings In Mom's Bed 00:30:31 - A Demeaning Offer & ChatGPT Pep Talk 00:43:50 - Social Media & Rage For The Gays 00:52:01 - Men In Women's Sports 01:00:02 - Zaddy Chris Learn more about your ad choices. Visit megaphone.fm/adchoices

Duration:01:15:43

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2 Bears, 1 Happy Ending w/ Stavros Halkias & Chris Distefano | 2 Bears, 1 Cave

8/11/2025
SPONSORS: - Upgrade your wardrobe and save on @trueclassic at https://trueclassic.com/BEARS! #trueclassicpod - For simple, online access to personalized and affordable care for Hair Loss, ED, Weight Loss, and more, visit https://Hims.com/BEARS The Summer Bears are back and Chris Distefano and Stavros Halkias are fully locked into their takeover of 2 Bears 1 Cave. With Stav in a floral shirt and Chris squeezed into a Darryl Strawberry jersey, the two dive headfirst into tales of the wild ‘86 Mets, Kevin Spacey offering unsolicited shoulder rubs, and the horrifying science of ALS—because what’s funnier than degenerative nerve disease? Stavvy also gets a massage from Chrissy, we learn about Lenny Dykstra's podcast rates, and the guys debate polyamory, prostitutes, and just how many years Bert Kreischer has left. Speaking of Bert, he sends the guys a morbid video asking them to predict which comedian friends are not long for this world. Plus, Stav makes a strong case for becoming a Japanese-style husband, Chris recounts a near-affair that lasted 12 seconds on the LIRR, and together they fantasize about future threesomes with suspiciously supportive fans. Is it a good episode? No. Is it packed with fake current events, conspiracy theories, open marriages, and physical touch? You bet your bottom dollar it is. 2 Bears, 1 Cave Ep. 301 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:01:42 - Baseball Greats, Kevin Spacey, & ALS 00:10:31 - Reading Fan Comments 00:27:20 - Swingers, Cucks, & Flirty Fans 00:36:33 - Montreal Screwjobs & Polyamory Shenanigans 00:44:58 - Trisha Paytas Baby Theory 00:51:34 - Comedian Death Pool 01:00:49 - Chrissy Massages Stavvy 01:07:23 - Wrap Up Learn more about your ad choices. Visit megaphone.fm/adchoices

Duration:01:11:01

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Are We Trapped In This Podcast Forever? w/ Stavros Halkias & Chris Distefano | 2 Bears, 1 Cave

8/4/2025
Become a paid channel member of YMH to get 2 Bears, 1 Cave episodes one day early and AD-FREE here: https://www.youtube.com/channel/UCYIgiXwJck_Pb5Nj-wIrsqg/join SPONSORS: -Get control of your overall finances with Monarch Money. Use code BEARS at http://monarchmoney.com for half off your first year -Our listeners get 10% off their first month at https://betterhelp.com/bears -Go to https://bluechew.com to get your first month of BlueChew FREE! Just use promo code BEARS at checkout and pay five bucks for 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 . The Summer Bears are back and sweatier than ever as Stavros Halkias and Chris Distefano return to the Cave for a milestone 300th episode that somehow combines deep psychological trauma, ass-eating, and cholesterol awareness in one glorious mess. Chrissy D reveals his shocking bedtime history with his mom, his late-night transition out of her bed, and how a surprise with a tongue changed the trajectory of his life—and his act. Stav explains how a 3XL shirt, childhood grilled cheese binges, and SNL reruns turned him into the hairy Greek sex symbol we know today. The bears also dive into the state of late night TV (RIP), Jurassic Park boners, and why Bert and Tom might end up bankrupt with nothing but podcast houses and Uncrustables to their name. Plus, an unhinged Monarch Money ad read, BlueChew boners, Turkish military anal policies, and a heartfelt video message from Tom Segura himself. Are the Summer Bears destined to do this foever? Stay tuned! 2 Bears, 1 Cave Ep. 300 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:03:58 - Big Boy Shirts 00:10:15 - Tongue Punch Your Fartbox 00:19:21 - How Did This All Happen? 00:23:48 - Sleeping In Mom's Bed 00:37:17 - Stavvy's Hangups & Chrissy Late Night 00:48:27 - Bowel Movements & Old Sitcoms 00:54:39 - Stav & Chrissy's Movie Corner 01:00:47 - New Jurassic Park 01:05:01 - A Message From Tom Segura Learn more about your ad choices. Visit megaphone.fm/adchoices

Duration:01:11:17

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This Episode Is Getting Us Fired w/ Stavros Halkias & Chris Distefano | 2 Bears, 1 Cave

7/28/2025
Check out our new summer merch at https://store.ymhstudios.com/ SPONSORS: - Eat smart at https://FactorMeals.com/bears50off and use code bears50off to get 50 percent off plus FREE shipping on your first box. Stavros Halkias and Chris Distefano are back for round two of Summer Bears—and things spiral immediately. Dressed in their finest “Queens County court appearance” outfits, the guys dive into tales of impersonating cops, awkward court appearances, and Chris’s brief career as a physical therapist (and even briefer run-in with medical malpractice). The bears get uncomfortably honest about massages that went too far, AI-generated thirst traps, and whether or not Bert and Tom make smashable women. Plus: Stav drops knowledge about Benjamin Franklin’s revolutionary sexcapades, Chris reflects on losing MSG (but gaining perspective), and both dudes debate the pros and cons of fake tits, handy wives, and aging out of horniness. It’s unhinged, unfiltered, and definitely leading to the hosts getting fired. 2 Bears, 1 Cave Ep. 299 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:01:08 - Chrissy Court Date 00:06:15 - From Physical Therapy To Comedy 00:18:25 - Happy Ending 00:28:45 - Lady Tom & Bert 00:34:32 - Female Stavvy & Chrissy 00:43:55 - Handy Women & Unhandy Men 00:53:07 - Benjamin Franklin 00:58:32 - MSG 01:03:36 - Wrap Up Learn more about your ad choices. Visit megaphone.fm/adchoices

Duration:01:10:16

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The Summer Bears Takeover! w/ Stavros Halkias & Chris Distefano | 2 Bears, 1 Cave

7/21/2025
Check out our new summer merch at https://store.ymhstudios.com/ SPONSORS: - Upgrade your wardrobe and save on @trueclassic at https://trueclassic.com/BEARS! #trueclassicpod - Sign up for a $1 per month trial period at https://shopify.com/bears - Sponsored by BetterHelp. Our listeners get 10% off their first month at https://betterhelp.com/bears Tom and Bert are out for the summer, so Chris Distefano and Stavros Halkias are stepping in as your substitute Bears. In this unhinged takeover, they immediately derail the show with tales of cholesterol-fueled delusion, Nazi neighbors in Queens, circumcision conspiracies, radical acceptance, berberine powder, and why 4th of July is the real American holiday (sorry January 6). The boys debate who’s the Bert and who’s the Tom in their pairing, accidentally rank the world’s races, and somehow end up talking about diabetes, Greek shame, and Japanese war crimes—all before diving into engagement stories, dad stress, and the magic of getting fat on purpose. Also, Bert checks in from his deathbed to interrupt and tells them to talk about Indian people. This episode is chaos in shorts. True summer vibes. No lessons, no structure—just greasy hot dogs, high blood pressure, and fat guy fun. It's going to be a wild summer! 2 Bears, 1 Cave Ep. 298 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:02:00 - Who's The Tom & Who's The Bert? 00:08:23 - The Gay Family Man 00:13:56 - Bert's Request 00:21:43 - My War Criminal Neighbor 00:27:19 - Epstein Lists, Toothless Looks, & Fat Guy Speedballs 00:34:49 - We're Just Slowly Dying 00:45:19 - Fourth Of July 00:53:33 - Radical Acceptance 00:58:53 - Chrissy D's Favorite Holiday 01:05:11 - Wrap Up Learn more about your ad choices. Visit megaphone.fm/adchoices

Duration:01:14:07

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Catfights Make The WNBA Interesting | 2 Bears, 1 Cave

7/14/2025
SPONSORS: - Start your free online visit today at https://Hims.com/BEARS. - Go to https://quince.com/bears for free shipping on your order and 365 day returns. - Get up to $200 off Square hardware when you sign up at https://square.com/go/bears! #squarepod - 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 Kreischer go deep on sports. They talk about Brett Favre's fall from grace, the greatness of the 2001 Baltimore Ravens, the unbeatable aura of Tony Siragusa, and the dynamic duo of Caitlin Clark and Sophie Cunningham. Before that, Bert shares some stories about going over to T-Pains house. The bears also discuss how violence has made the WNBA more watchable, how good the ESPN "30 For 30" documentaries are, and the most unbelievable races people participate in. Plus: Bert tells a story about how he almost chainsawed a leg off on skates, the Red Bull Flutag, rat catchers, Bert's chicken murder mystery, and more! 2 Bears, 1 Cave Ep. 297 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:01:17 - T-Pain 00:10:08 - Brett Favre: Hero Or Villain? 00:19:15 - Tony Siragusa & The 2001 Baltimore Ravens 00:30:38 - Caitlin Clark & Sophie Cunningham 00:37:58 - Bert Almost Lost A Leg Skating 00:42:28 - Red Bull Flutag 00:49:23 - The Most Insane Race 00:57:11 - Rat Collectors 01:05:54 - Chicken Murder Mystery 01:11:02 - Wrap Up Learn more about your ad choices. Visit megaphone.fm/adchoices

Duration:01:14:00

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We're Being Replaced! (For The Summer) | 2 Bears, 1 Cave

7/7/2025
SPONSORS: - Order on DoorDash and save big during Summer of DashPass. Sign up today! DashPass benefits apply only to eligible orders. Terms apply. - Sponsored by BetterHelp. Our listeners get 10% off their first month at https://betterhelp.com/bears - 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 - Get a 60-day free trial at https://www.shipstation.com/cave Thanks to ShipStation for sponsoring the show! This week on 2 Bears 1 Cave, Tom Segura and Bert Kreischer reunite in sunny California for a jam-packed episode full of FOMO, fatherhood, and flaming hot air balloon disasters. The bears talk about Tom’s California vacation and getting into surfing with his boys. They dig into wild parenting comparisons, Luis J. Gomez’s insane training routines, and Bert feeling FOMO for Andrew Schulz’s perfect summer life on Instagram. Tom then drops major news about shooting a new Netflix movie called El Tigre, which leads to Bert sharing his own plans for filming the series Free Bert in Atlanta. With both Bears tied up all summer, they announce special "Summer Bears" episodes and name the two hosts Chris Distefano and Stavros Halkias. Things get political (kind of) as Bert and Tom debate who should talk about world issues—spoiler alert: it’s not them. Bert then rants about the sheer terror of hot air balloons and Tom tells another legendary Top Dog tale about how he diverted a plane so he could take a piss. Buckle up—it’s a bumpy (and hilarious) ride. 2 Bears, 1 Cave Ep. 296 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:00:40 - Father FOMO 00:05:07 - The Summer Bears 00:16:45 - FaceTiming Chrissy D 00:20:16 - The Middle Class Of Comedy 00:33:09 - Bert Explains Global Politics 00:39:48 - Hot Air Balloons Are Sketch 00:49:29 - Crazy Plane Stories 01:00:17 - Helicopters 01:06:45 - Uber Driver Smackdown Learn more about your ad choices. Visit megaphone.fm/adchoices

Duration:01:11:52

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Fun With Foreign Slurs | 2 Bears, 1 Cave

6/30/2025
SPONSORS: - Use code BEARS at https://www.monarchmoney.com/bears in your browser for 50% your first year. - 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 checks in on Bert’s intestine surgery and his new commitment to being loud, red, and barely alive. The Bears cover everything from Hellcats to Titanic cowards, and disgusting public behavior. They spiral into career-ending scandals — Ray Rice, Aaron Hernandez, Mel Gibson, Michael Jackson, and Hitler — and debate whether being talented enough erases your crimes. Plus: the Oceangate sub disaster, a fisherman who supposedly ate his friend, and a fascinating discussion about racist costumes, slurs, and Bert turning purple in a sauna. Also: plutonium, bad names, the lady versions of both bears, and how throwing your wife through a window could be noble. Classic Bear chaos. 2 Bears, 1 Cave Ep. 295 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:00:58 - DMV Hotties & Beefing With Kids 00:10:07 - Women & Children First 00:17:53 - Shame, Mel Gibson, & Lance Armstrong 00:24:57 - Famous People Committing Crimes 00:35:32 - Would You Rather? 00:39:13 - War Documentaries 00:44:48 - Slurs In Other Languages 00:53:44 - Names & The Studio Beef 00:59:11 - Japan & Uranium 01:05:08 - Lady Bert Learn more about your ad choices. Visit megaphone.fm/adchoices

Duration:01:09:07

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Kinky Kings w/ Jim Norton | 2 Bears, 1 Cave

6/23/2025
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 https://www.bertbertbert.com/tour https://store.ymhstudios.com 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 Learn more about your ad choices. Visit megaphone.fm/adchoices

Duration:01:12:27

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"Dancers" Would Drop Me Off At School w/ That Mexican OT | 2 Bears, 1 Cave

6/16/2025
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 https://tomsegura.com/tour https://www.bertbertbert.com/tour 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 Learn more about your ad choices. Visit megaphone.fm/adchoices

Duration:01:25:43

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

6/9/2025
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

Duration:01:06:49

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Tom's Dad STOLE Dynamite & BLEW UP A Bridge w/ Barstool Big Cat | 2 Bears, 1 Cave

6/2/2025
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

Duration:01:39:53

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Tom Shows Harland Williams His Chocolate Starfish | 2 Bears, 1 Cave

5/26/2025
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

Duration:01:19:39

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Bad Thoughts About Meghan Markle | 2 Bears, 1 Cave

5/19/2025
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

Duration:01:08:19

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Welcome to 2 Bears, 1 Cave with Tom Segura & Bert Kreischer

5/12/2025
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. Learn more about your ad choices. Visit megaphone.fm/adchoices

Duration:00:01:01

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Ripping Beers & Running 5K's w/ Jason Kelce, N.O.R.E, and Beau Allen | 2 Bears, 1 Cave

5/12/2025
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 Learn more about your ad choices. Visit megaphone.fm/adchoices

Duration:01:09:17