Ep. 158 | 2 Bears 1 Cave w/ Tom Segura & Bert Kreischer

SPONSORS: - Protect your family with life insurance from Ethos. Get up to $3 million in coverage in as little as 10 minutes at https://ethos.com/BEARS . Application times may vary. Rates may vary. - For simple, online access to personalized and affordable care for Hair Loss, Weight Loss, and more, visit https://Hims.com/BEARS. - Join the over 14 million all-time customers who have already saved and invested over $27 billion dollars with Acorns. Head to https://acorns.com/bears or download the Acorns app to get started. - Your emotional wellbeing matters. Find support and feel lighter in therapy. Sign up and get 10% off at https://BetterHelp.com/bears. - Learn a new Language and get up to 60% off your subscription at https://Babbel.com/BEARS - Sign up for your one-dollar-per-month trial and start selling today at https://shopify.com/bears In this episode of 2 Bears, 1 Cave, Bert Kreischer and Tom Segura cover everything from Bert’s sorta sober lifestyle, weight loss, sleep improvement, and 5K training to marriage non-negotiables, separate bedrooms, and life on tour. The Bears also react to internet beef between Quentin Tarantino and Rosanna Arquette, joke about the Epstein files, discuss "kept women", talk Trump and Mar-a-Lago, share a tense aborted plane landing story, and spiral into one of their darkest and funniest hypothetical conversations yet. If you missed this show, this one's for you. 2 Bears, 1 Cave Ep. 325 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:01:19 - Bert's Weight Loss Journey 00:07:14 - Tarantino Beef & Unbothered Rogan 00:18:31 - Chef Drama 00:22:51 - Non-Negotiables 00:33:05 - Kept Women, Money, and Wild Relationship Logic 00:39:57 - Bert Learns He's In The Epstein Files 00:43:47 - Trump & Mar-A-Lago 00:50:07 - Dahmer & Plane Crashes 00:54:59 - How Would You Prefer To Die 01:02:23 - What Language Would You Prefer To Be Killed By? 01:06:55 - Racist Thing A Black Guy Told Me 01:11:40 - Vince Vaughan On The Pod? 01:13:35 - Wrap up Learn more about your ad choices. Visit megaphone.fm/adchoices

SPONSORS: - Sponsored by Pepsi. Go try Pepsi Zero Sugar today. Let Your Taste Decide. - Protect your family with life insurance from Ethos. Get up to $3 million in coverage in as little as 10 minutes at https://ethos.com/BEARS. Application times may vary. Rates may vary. - Get 10% off your first month of BlueChew Gold with code BEARS at https://bluechew.com - Sign up for your one-dollar-per-month trial and start selling today at https://shopify.com/bears - Sponsored by BetterHelp. BetterHelp makes it easy to get matched online with a qualified therapist. Sign up and get 10% off at https://BetterHelp.com/bears - Head to https://factormeals.com/bears50off and use code bears50off to get 50 percent off and free breakfast for a year. - Get up to 55% off at https://Babbel.com/BEARS. This week on Two Bears, One Cave, Tom Segura and Bert Kreischer spiral gloriously through brand loyalty, fast-food hot takes, donuts, Super Bowl commercials, health scares, and the kind of brutally honest conversations only best friends can have. The Bears break down why Pepsi Zero Sugar might actually be better than Coke Zero, debate McDonald’s fries vs. literally everyone else, and revisit classic brand wars like Burger King vs. McDonald’s and Dunkin’ vs. Krispy Kreme. From Blooming Onion horror stories to why you should never order seafood at a steakhouse, this episode is packed with food takes that will absolutely start arguments. Bert also opens up about his recent blood clot scare, panic attacks, medications, and how the experience completely shifted his perspective on health, mortality, and gratitude. The guys also talk sleep apnea machines, Benadryl addictions, Mounjaro side effects, testosterone confusion, and why medical advice somehow never agrees ever. Plus: donut shop conspiracies in Los Angeles, Cambodian vs. Vietnamese sandwich excellence, Krispy Kreme’s wild history, Instagram’s “fatties eating” algorithm, tracking down Ari Shaffir in the jungle, and why the 2 Bears 5K might literally save lives. 2 Bears, 1 Cave Ep. 324 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:00:06 - Brand Wars 00:07:07 - Weight Loss Drugs 00:14:58 - Pepsi Challenge 00:22:40 - I Bought A Donut Shop 00:39:22 - Coin Pusher 00:40:54 - 2 Bears 5K Is Back! 00:45:13 - Bert's Blood Clot 00:49:38 - Where In The World Is Ari Shaffir? 00:54:39 - Black Appreciation 01:00:41 - Wrap Up Learn more about your ad choices. Visit megaphone.fm/adchoices

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. - Protect your family with life insurance from Ethos. Get up to $3 million in coverage in as little as 10 minutes at https://ethos.com/BEARS. Application times may vary. Rates may vary. - Sponsored by BetterHelp. BetterHelp makes it easy to get matched online with a qualified therapist. Sign up and get 10% off at https://BetterHelp.com/bears - Sign up for your one-dollar-per-month trial and start selling today at https://shopify.com/bears The OG Bears are back on this absolutely unhinged episode of 2 Bears, 1 Cave! Bert Kreischer and Tom Segura dive headfirst into VR porn disasters, accidental virtual orgies, and the terrifying realization that Oculus might actually be ending humanity. Bert recounts a weekend alone that spirals into nine virtual orgies, soul-stealing eye contact, and panic-induced controller fumbling in a pitch-black room. The Bears also unpack loneliness, online hate comments, incel psychology, and how social media gives angry dudes a place to scream just to feel noticed. From there, things somehow get deeper: wealth guilt, excess consumption, purging hundreds of shoes and jackets, Mounjaro weight loss, beating Jelly Roll in the next 2 Bears 5K, parenting chaos, friendship evolution, Jake Paul as a “god,” and why success is always part luck. Enjoy the Bears while they're here. https://www.instagram.com/stavvybaby2 https://www.instagram.com/chrisdcomedy/ 2 Bears, 1 Cave Ep. 323 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Gambling Problem? Call 1-800-GAMBLER. New York: call 8778- HOPENY or text HOPENY. Connecticut: call 888-789-7777 or visit https://CCPG.org. On behalf of Boot Hill Casino in Kansas. Wager tax pass-through may apply in Illinois. Twenty one plus in most states. Void in Ontario. Restrictions apply. Bet must win to receive Bonus Bets which expire in 7 days. Minimum odds required. For additional terms and responsible gaming resources, see https://DKNG.co/audio Limited time offer. Chapters 00:00:00 - Intro 00:00:14 - Bert's First Threesome 00:05:58 - Mean Comments 00:13:05 - Hanging With The Kids During Christmas 00:30:02 - Stroke Of Luck 00:34:11 - Excess & Purging Stuff 00:44:05 - Weight Loss, Mounjaro & Jelly Roll 00:55:15 - Jake Paul Is A God? 01:01:01 - Wrap Up Learn more about your ad choices. Visit megaphone.fm/adchoices

SPONSORS: - Get 10% off your first month of BlueChew Gold with code BEARS. Visit https://bluechew.com for more details and important safety information. - 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. - This January, quit overspending on wireless with 50% off Unlimited premium wireless. Plans start at $15/month at https://mintmobile.com/BEARS. - Sign up for your one-dollar-per-month trial and start selling today at https://shopify.com/bears It’s the final Winter Bears of the season, and Stavros & Chris are ringing in the New Year the only way they know how: complaining about first class, overeating pastries, and making terrible life decisions! As 2025 wraps, the boys reflect on blown resolutions, chaotic travel plans, New Jersey “vacations,” and Chris’ catastrophic decision to roast the entire Jersey Shore cast. Plus: Delta lounge politics, childhood SNL trauma, double-the-bread-double-the-head, and Stav helping Chris talk through the worst career choice he’s ever made. Grab a croissant, buckle up, and celebrate the end of the Winter Bears era as we begin a new year! https://www.instagram.com/stavvybaby2 https://www.instagram.com/chrisdcomedy/ 2 Bears, 1 Cave Ep. 321 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://www.chrisdcomedy.com/ https://www.stavvy.biz/ https://store.ymhstudios.com Gambling problem? Call one eight hundred Gambler. In New York, call 8778-HOPENY or text HOPENY (467369). In Connecticut, Help is available for problem gambling. Call 888-789-7777 or visit https://ccpg.org. Please play responsibly. On behalf of Boot Hill Casino & Resort (Kansas). Pass-thru of per wager tax may apply in Illinois. Twenty-one plus age and eligibility varies by jurisdiction. Void in Ontario. Restrictions apply. Bet must win to receive Bonus Bets which expire in 7 days. Minimum odds required. For additional terms and responsible gaming resources, see https://DKNG.co/audio. Limited time offer. Chapters 00:00:00 - Intro 00:01:09 - First Class Complaints & Latent Homo Things 00:09:00 - New Years Resolutions 00:18:27 - Roasting The Jersey Shore Cast 00:28:45 - Workshopping Roast Jokes 00:39:43 - This Is Probably A Dumb Idea 00:45:02 - The Jersey Shore Photo Roast Session 00:51:31 - New Years Plans & NFL Roasts 00:55:00 - More "Fan" Questions 01:03:37 - Final Thoughts Learn more about your ad choices. Visit megaphone.fm/adchoices

SPONSORS: - New Year, New Me! Get Huel for FIFTEEN PERCENT OFF with this exclusive offer for New Customers only with code BEARS at https://huel.com/bears (Minimum $75 purchase). The Winter Bears Stavros Halkias and Chris Distefano return for another completely unhinged takeover of 2 Bears 1 Cave. With Tom Segura and Bert Kreischer nowhere to be found, the guys openly admit they once again didn’t prepare, and then immediately spiral into bread rankings, prostate exams, STD horror stories, religion, celebrity gossip, and the most deranged podcast business ideas ever pitched. From focaccia-based trauma, to almost doing business with Jeffrey Epstein’s brother, this episode goes fully off the rails and never checks the map again. Hit subscribe, brace yourself, and remember: this episode exists only because someone might need it someday. https://www.instagram.com/stavvybaby2 https://www.instagram.com/chrisdcomedy/ 2 Bears, 1 Cave Ep. 321 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://www.chrisdcomedy.com/ https://www.stavvy.biz/ https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:01:38 - Fat Boy Pastry Shop 00:07:42 - Just The Tip 00:11:53 - Sexually Transmitted Hilarity 00:25:13 - Family 00:31:15 - Third World Fun & Legendary Funbags 00:35:13 - Pimping Podcast Producers 00:43:42 - Doing Business With An Epstein 00:54:16 - Health Corner 01:01:52 - In Conclusion Learn more about your ad choices. Visit megaphone.fm/adchoices

SPONSORS: - If you’re 21 or older, get 25% OFF your first order + free shipping @IndaCloud with code BEARS at https://inda.shop/BEARS! #indacloudpod - For simple, online access to personalized and affordable care for Hair Loss, Weight Loss, and more, visit https://Hims.com/BEARS. - Order a bottle of Por Osos and some killer merch online https://drinkporosos.com Merry Winter Bears-mas! Stavros Halkias and Chris Distefano take over 2 Bears 1 Cave while Tom Segura and Bert Kreischer are away, and immediately turn it into a holiday fever dream. The Winter Bears dive into chaotic Christmas traditions, Jewish Christmas supremacy, family trauma, weight-loss delusion, wild childhood memories, and the politics of gift-giving. Along the way, they spiral into ancestry revelations, Oldboy-level revenge fantasies, questionable parenting strategies, croissant mukbangs, and an all-time debate over the perfect Christmas Chinese food order. Grab a pastry and strap in — this might be the most unhinged holiday episode in 2 Bears history. https://www.instagram.com/stavvybaby2 https://www.instagram.com/chrisdcomedy/ 2 Bears, 1 Cave Ep. 320 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://www.chrisdcomedy.com/ https://www.stavvy.biz/ https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:00:57 - Revenge & Christmas Plans 00:06:57 - The Germans Always Make Good Stuff 00:16:33 - Perfect Holiday Dinner Conversations 00:23:38 - Are Greeks Whites? 00:30:40 - Let's Eat Some Tommy Bunz 00:33:35 - Christmas Gifts 00:44:09 - Greek Thieves, Bribing Kids, & Daddy Stavvy 00:52:17 - Favorite Chinese Food Order 00:59:00 - Living The NYC Dream 01:02:28 - Answering Some "Fan" Questions Learn more about your ad choices. Visit megaphone.fm/adchoices

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 - Protect your family with life insurance from Ethos. Get your free quote at https://Ethos.com/BEARS - Head to https://DRINKAG1.com/BEARS you’ll get the welcome kit, a Morning Person hat, a bottle of Vitamin D3+K2, a AG1 Flavor Sampler and you’ll get to try their new sleep supplement AGZ for free. - Sign up for a $1 per month trial period at https://shopify.com/bears. Christmas CAME early! The Summer Bears are now the *Winter Bears* and they have returned to phone it in and fulfill some contractually obligated laughs. Chris Distefano and Stavros Halkias invade YMH Studios to talk awful breakfast decisions, Bert’s cruise from hell, fat-guy medicine science, Husky-induced life chaos, bombing on MTV, fighting GLP-1 drugs, Mike Tyson saving Big Pun at The Tunnel, and why both of them should never own pets, houses, or functioning digestive systems. It’s chaotic, barely prepared, medically concerning, and absolutely perfect. Enjoy! https://www.instagram.com/stavvybaby2 https://www.instagram.com/chrisdcomedy/ 2 Bears, 1 Cave Ep. 319 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://www.chrisdcomedy.com/ https://www.stavvy.biz/ https://store.ymhstudios.com Gambling problem? Call one eight hundred Gambler. In New York, call 8778-HOPENY or text HOPENY (467369). In Connecticut, Help is available for problem gambling. Call 888-789-7777 or visit https://ccpg.org. Please play responsibly. On behalf of Boot Hill Casino & Resort (Kansas). Pass-thru of per wager tax may apply in Illinois. Twenty-one plus age and eligibility varies by jurisdiction. Void in Ontario. Restrictions apply. Bet must win to receive Bonus Bets which expire in 7 days. Minimum odds required. For additional terms and responsible gaming resources, see https://DKNG.co/audio. Limited time offer. Chapters 00:00:00 - Intro 00:03:29 - Slutty Little Breakfast 00:07:14 - Podcast Polyamory 00:14:15 - Chrissy Housing Crisis 00:21:35 - Stavros Vs Fat Guy Medicine 00:31:48 - Fat Joe, Guy Code, & Graveyard Of Failed Shows 00:46:14 - Maybe The Worst Dog Ever 00:56:17 - Geopolitical Shenanigans & NYC Mayors 01:08:11 - Wrap Up Learn more about your ad choices. Visit megaphone.fm/adchoices

SPONSORS: - Make life easier by getting harder and discover your options at https://bluechew.com - If you’re 21 or older, get 25% OFF your first order + free shipping @IndaCloud with code BEARS at https://inda.shop/BEARS! #indacloudpod - For a limited time Hollow Socks is having a Buy 2, Get 2 Free Sale. Head to https://hollowsocks.com/ today to check out their huge sale. #HollowSockspod - Get 15% OFF your entire order with code BEARS at https://Manscaped.com. - Anyway, if you want to try Rho Nutrition’s NAD+, the Glutathione, whatever, they’re giving 20% off with the code BEARS at https://rhonutrition.com/discount/BEARS This week, Bert’s wasting away, Tom’s tucking in his shirts, and the Bears are going into hibernation for the winter. Before that good news, Bert breaks down losing 25 lbs in a month, projectile-vomiting in airport bathrooms, and Tom producing Olympic-level protein farts. Tom also talks his new pastry empire and defends his son’s obsession with suits and hair product; along the way they dive into Bert’s DEXA scan nightmare, and some chaotic CMA stories including a Steve Martin panic-meeting and Billy Bob Thornton being a king. They also discuss robe culture, aging out of podcasting, comedian fashion, the future of 2 Bears with guest hosts, tours and the 2 Bears 5K, plus they announce the return of the Summer Bears next week. Enjoy! 2 Bears, 1 Cave Ep. 318 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:01:02 - OzemBert & Gassy Tim 00:09:17 - Fat Boy Dreams 00:19:35 - Dressing Like An Adult Is Hard 00:28:44 - Country Music Awards Chaos 00:39:57 - Robe Guys & Big Joe Pesci Energy 00:46:22 - Crisis Of Appearance 00:52:03 - Quentin Tarantino 00:55:46 - The Winter Bears, 2025 Look Back, & 2 Bears 5k 01:06:14 - Wrap Up Learn more about your ad choices. Visit megaphone.fm/adchoices

SPONSORS: - Go to https://HelloFresh.com/bears10fm now to Get 10 Free Meals + a Free breakfast for Life! - Make life easier by getting harder and discover your options at https://bluechew.com This week, Bert Kreischer sits down with musician Marcus King for a wild, emotional ride—naked ocean stories with Navy SEALs, cocaine confessions, microdosing mushrooms, Southern rock rankings, and why internet comments haunt grown men at 3AM. Plus: TikTok ruining music, therapy drunk, and Bert accidentally following people who hate him. Check it out! 2 Bears, 1 Cave Ep. 317 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:01:30 - Southern Rock & Creating Your Own Lane 00:07:01 - Marcus' Process, New Album, & Otis Redding 00:14:55 - Cigars With James Earl Jones 00:17:47 - Sobriety, Microdosing, & Losing the Sparkle 00:29:52 - Loving Yourself While The Internet Hates You 00:42:43 - Ranking Southern Rock Bands 00:49:44 - TikTok Ruining Music & Comedy 00:54:55 - It's Raining Tom 00:57:00 - Authentic Relationships 01:02:23 - The Most Realest Artists Out There 01:13:49 - Back To Top Southern Rock Bands 01:20:31 - Eulogies & Final Thoughts Learn more about your ad choices. Visit megaphone.fm/adchoices

SPONSORS: - Protect your family with life insurance from Ethos. Get your free quote at https://ethos.com/bears - Eat smart at https://FactorMeals.com/bears50off and use code bears50off to get 50% off your first box, plus Free Breakfast for 1 Year. - 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. - Sign up for a $1 per month trial period at https://shopify.com/bears. ‌ In this powerful and surprisingly emotional episode of 2 Bears 1 Cave, Tom Segura sits down with Louis C.K. to discuss his new novel Ingram, the creative process behind writing fiction, and the brutal emotional reality of loneliness and childhood struggle. Louis explains why he quit stand-up for over a year, how stepping away from the stage changed his life, and what ultimately pulled him back into comedy. The conversation dives deep into fear, pain, trauma, comedy philosophy, empathy, war stories, emotional burnout, and why the darkest moments in life can shape the most powerful art. Tom reveals that reading Ingram made him cry, and Louis talks about the deeply disturbing next book he’s finishing—including a scene that shocked even him while writing it. They also explore the controversial idea of “punching down” in comedy, the ethics of humor, and why Louis believes the funniest material comes from the messy truth of being human. 2 Bears, 1 Cave Ep. 316 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Gambling problem? Call one eight hundred Gambler. In New York, call 8778-HOPENY or text HOPENY (467369). 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). Pass-thru of per wager tax may apply in Illinois. Twenty-one plus age and eligibility varies by jurisdiction. Void in Ontario. Restrictions apply. Bet must win to receive Bonus Bets which expire in 7 days. Minimum odds required. For additional terms and responsible gaming resources, see https://dkng.co/audio. Limited time offer. Chapters 00:00:00 - Intro 00:01:00 - Becoming A Novelist, Eastern Europe, & Russian Literature 00:05:12 - Quitting Stand Up & Daily Rituals 00:08:47 - Writing Ingram & Why Tom Teared Up 00:19:38 - Loneliness, Street Kids, & the Human Threshold for Empathy 00:34:27 - Trauma, War & Emotional Damage 00:39:17 - Coming Back to Stand-Up & Rebuilding Material 00:46:22 - Upsetting Audiences, Articulating Thoughts, & Punching Down 00:59:59 - Touring Burnout & The Future of Live Comedy 01:06:42 - Final Thoughts & Tom Praises Ingram Learn more about your ad choices. Visit megaphone.fm/adchoices