- 1 hour 1 minuteTom & Bert's Brutally Honest Odyssey Review | 2 Bears, 1 Cave
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This week on 2 Bears, 1 Cave, Tom Segura and Bert Kreischer are back in the cave after eight weeks apart, and they open with a full review of The Odyssey, Lupita Nyong'o as Helen of Troy, Matt Damon's rogue Boston accent, and why Jon Bernthal is Hollywood's most legendary napper. From there, Bert unveils his billionaire rebrand (Sabah shoes, LBJ Stetsons, and the top five shoes billionaires wear this fall) before getting real about sobriety, anxiety attacks, and self-diagnosing 12 terminal illnesses in a single month. The Bears also spiral into the movies that blindsided them, Primal Fear, The Sixth Sense, Memento, Fight Club, and why the DIY hits like Obsession prove Hollywood is in another pivot moment. Plus: Project Hail Mary vs. the 15-hour audiobook, Bert's theory that this is the funniest (and most jacked) generation of comics ever, college football weight-room PRs, Jason Kelce showing up for a 9 AM bench session, and a meet & greet at MacDill Air Force Base August 14. If you missed the Bears, this one's for you.
2 Bears, 1 Cave Ep. 335
https://www.bertbertbert.com/tour
Bet with DK Sportsbook: Gambling Problem? Call 1-800 GAMBLER, 1-800 MY RESET. Connecticut: call 888-789-7777, visit http://CCPG.org. On behalf of Boot Hill Casino in Kansas. Bet tax pass-through may apply in Illinois. Twenty one plus. Void in Canada. Event contract trading with DraftKings Predictions involves risk of loss. Availability varies. Predictions offer void in New York. Bet to get Bonus bets that expire in seven days. Trade to get Predictions Dollars that expire in one year. Fifty dollars in rewards issued every seven days via click to claim for fourteen days. One non-withdrawable reward redeemable. Nationwide based on Sportsbook, Predictions, and Free-to-Play Sports Contest availability. Varies by State. Terms at http://dkng.co/offer. Limited time offer. Chapters
00:00:00 - Intro
00:00:26 - The Bears Review The Odyssey
00:10:34 - Bears At MacDill Air Force Base
00:11:15 - Project Hail Mary & Bert's Cute Shoes
00:23:37 - Bert's Drinking Again
00:33:36 - Obsession & The New Hollywood Pivot
00:39:00 - The Best Twist Movies Ever
00:52:33 - Everyone's Got Abs
00:56:02 - College Weight Room Energy
01:00:44 - Wrap Up
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10 August 2026, 12:00 pm - 1 hour 3 minutesFat Tommy Vs Skinny Tom | 2 Bears, 1 Cave
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This week on 2 Bears, 1 Cave, Tom Segura and Bert Kreischer compare their two very different eras of being fat, Tom's custom-made fat guy shirts, hard visceral fat vs. soft fat, and why losing weight made everyone think Tom got lip injections. Bert's sober documentary binge takes them from Patient Zero "Gay Tom" spreading AIDS across the Air Canada route map to Concorde pricing scams. Tom also reveals the fattest thing he's ever seen Bert do: ten appetizers, four entrées, and twenty doubles in Tallahassee. Bert also retells Bill Hader's retelling of Henry Rollins meeting David Lee Roth, and his daughter's instantly legendary Boston Tea Party take. Then things get real: a midlife crisis YouTube video sends Bert and LeeAnn into a "sell everything and get five apartments in five cities" fantasy, LeeAnn gets brutally honest about when she was happiest, and Tom breaks down the difference between happy and content. Plus: Hulk Hogan inflating Andre the Giant's weight, Julian's belt reaction to the Michael Jackson movie, Whoop resting heart rate brags, Craig Robinson's dunk, and the great first sweat vs. last sweat debate.
2 Bears, 1 Cave Ep. 334
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.comChapters
00:00:00 - Intro
00:00:52 - Fat Tommy Vs Skinny Tom
00:09:16 - Patient Zero, Polio, & The Concorde
00:19:38 - The Fattest Thing Tom Ever Saw Bert Do
00:23:55 - Bill Hader, David Lee Roth & Boston Tea Party
00:32:21 - Hulk Hogan, Macho Man & LeeAnn Off Leash
00:36:37 - Five Apartments In Five Cities
00:46:12 - Bert's Midlife Crisis Theory
00:54:34 - "You're Not Hitting The Notes, Mike"
00:57:05 - Whoop Brags & Craig Robinson Dunking
01:02:36 - Wrap UpLearn more about your ad choices. Visit megaphone.fm/adchoices
27 July 2026, 12:00 pm - 1 hour 14 minutesBert Gets Bullied By Lou Reed's Ghost | 2 Bears, 1 Cave
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This week on 2 Bears, 1 Cave, Tom Segura and Bert Kreischer spiral through Bert's newest crisis: figuring out which musicians would actually like him. After Lou Reed tells him off mid-treadmill (entirely inside Bert's head), Bert starts deleting Jane's Addiction and Radiohead from his library, relives Shane Gillis walking out of a Wilco concert after five seconds, and learns his most-played song of all time is "Higher" by Creed. From there, the Bears get into Tom's tour of Kid Rock's 20,000-square-foot, two-bedroom replica White House and meeting Jimmy John from Jimmy John's, a deep dive on Subway Takes and why Bert believes celebrity hot takes are all fake, the viral "white people shouldn't sit on stoops in Bed-Stuy" debate, and a deeply satisfying story of a first-class line cutter getting humbled in front of Viola Davis. Bert also opens up about the final days of his five-and-a-half-month sobriety run, including the recovery books, journaling on planes, and why his first drink back is happening at his daughter Georgia's University of Oregon graduation before going scorched earth on the dad who posted his 4-year-old breaking a rope swing "world record" in Moab. Plus: the MyPillow guy, the thumb-to-arm gut health test, Garth Brooks friendship fantasies, and why Moby would hate them both. If you missed this show, this one's for you.
2 Bears, 1 Cave Ep. 333
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.comChapters
00:00:00 - Intro
00:01:11 - Lou Reed Talks Shit to Bert on the Treadmill
00:04:27 - Kurt Vile, Bob Dylan, & Shane Gillis Walking Out on Wilco
00:16:15 - Deleting Every Musician Who Wouldn't Like Bert
00:25:00 - Kid Rock's Replica White House & Jimmy John From Jimmy John's
00:28:51 - MyPillow, Workout Underwear & Sleeping Naked
00:31:11 - Subway Takes & J.Lo's Rented Hot Take
00:41:01 - White People on Stoops
00:43:47 - Airport Line Cutters
00:50:09 - Bert's Last Week of Sobriety
01:01:21 - The 4-Year-Old Moab Rope Swing Rant
01:13:03 - Wrap UpLearn more about your ad choices. Visit megaphone.fm/adchoices
13 July 2026, 12:00 pm - 1 hour 6 minutesTom Poops The Bucket, Bert Shit The Bed | 2 Bears, 1 Cave
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This week on 2 Bears, 1 Cave, Tom Segura and Bert Kreischer dig into the wild, unexpected Black audience response to Bad Thoughts Season 2, Tom debuting his "out of your control" philosophy on how comedy lands, and a hilarious accounting of which comedians did and didn't text Bert about his new show. Bert opens up about getting nastier and setting harder boundaries in sobriety, comparing himself to the A-Rod and Rafael Nadal documentaries, and Tom reveals his ongoing health investigation that involves shitting in a bucket for a lab test. The Bears also spiral into a debate on regional diets and genetics, plan a mushroom trip with an actual shaman, get Bert's dad on the phone to discuss his own legendary history of public accidents, and revisit boys' locker room culture versus Gen Z's aversion to male nudity. Plus: a Mountain Dew summer sizzle reel callout to fans, a celebration-of-life merch drop business plan for when they die, and the most detailed bowel movement breakdown the show has ever produced.
2 Bears, 1 Cave Ep. 332
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.comIn Partnership with DraftKings. The Crown Is Yours. Bet with DK Sportsbook: Gambling Problem? Call 1-800-GAMBLER, 1-800-MY-RESET. New York: call 8778-HOPENY, text HOPENY. Connecticut: call 888-789-7777, visit https://CCPG.org. On behalf of Boot Hill Casino in Kansas. Bet tax pass-through may apply in Illinois. Twenty one plus. Void in Canada. Event contract trading with DraftKings Predictions involves risk of loss. Availability varies. Bet to get Bonus bets that expire in seven days. Trade to get fifty dollars in Predictions Dollars that expire in one year, issued every seven days via click to claim for twenty-one days. One non-withdrawable reward redeemable. Predictions offer void in New York. Ends July 19th. Terms at http://dkng.co/audio
Chapters
00:00:00 - Intro
00:00:14 - Bad Thoughts' Black Fanbase
00:07:28 - Mountain Dew Summer
00:11:31 - Healthiest Guy at the Party
00:16:33 - The Subconscious Mind & Nasty Bert
00:26:17 - Setting Boundaries & the A-Rod Documentary
00:30:25 - Black Graduations, Bert's Identity Crisis & the Rafa Nadal Doc
00:40:43 - Merch Plans for When You Die
00:46:12 - Mushroom Trip & The Gut Health Investigation
00:52:10 - Bert Shit Himself in His Sleep
00:55:58 - Locker Room Talk
01:00:33 - BreedingLearn more about your ad choices. Visit megaphone.fm/adchoices
29 June 2026, 12:00 pm -
- 1 hour 16 minutesPatrice O’Neal Destroyed Me | 2 Bears, 1 Cave
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This week on 2 Bears, 1 Cave, Tom Segura and Bert Kreischer celebrate Por Osos landing in Publix just in time for the 4th of July, which sends Bert into a full nostalgic spiral about pub subs, boat days, and taking his daughters into "international waters." From there, things get historical, the bears break down the story of the guy who invented the meter and got guillotined for it, which leads them down a rabbit hole of people killed for their big ideas, the French Revolution as the original cancel culture, and Martin Luther versus the Catholic Church.
Then Bert tells stories about his relationship with the late Patrice O'Neal: getting destroyed at his first open mic, the Edinburgh trip where they lived together for 29 days watching Bruce Lee movies and Bert getting his feelings systematically demolished, and the moment he found out Patrice had tweeted something kind about him right before the stroke. Tom and Bert also spiral deep into funeral planning, who's required to show up, who gets a Sandler video instead of a live appearance, why Ari's funeral is going to involve hardcore Brooklyn relatives and a lot of confusion, the Andrew Schultz balloon clown apology Bert wants delivered posthumously, and whether or not to get cremated when science might figure something out. Plus: horror movies vs. comedy movies as investments, the film Obsession and its director Curry Baker, Bert's dad crashing the podcast mid-funeral conversation, the band Goose vs. the band Geese, and Mount Joy watching Passion of the Christ on the tour bus.2 Bears, 1 Cave Ep. 331
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.comIn Partnership with DraftKings. The Crown Is Yours. Bet with DK Sportsbook: Gambling Problem? Call 1-800-GAMBLER, 1-800-MY-RESET. New York: call 8778-HOPENY, text HOPENY. Connecticut: call 888-789-7777, visit https://CCPG.org . On behalf of Boot Hill Casino in Kansas. Bet tax pass-through may apply in Illinois. Twenty one plus. Void in Ontario. Event contract trading with DraftKings Predictions involves risk of loss. Sportsbook Bonus bets expire in seven days. $50 in Predictions Dollars issued weekly for three weeks, expire in one year. Redeem one non-withdrawable reward. Availability varies. Predictions offer void in New York. Ends June 28th. Terms at http://dkng.co/audio
Chapters
00:00:00 - Intro
00:02:21 - Por Osos in Publix & Florida Pub Sub Gospel
00:08:45 - The Daniel Boone Documentary
00:18:51 - The Guy Who Invented the Meter Got Killed for It
00:24:59 - People Executed for Big Ideas
00:33:46 - Patrice O'Neal Destroys Bert at His First Open Mic
00:41:27 - Showtime Special, Party Bus, & Patrice's Funeral
00:48:31 - Funerals Vs Celebration Of Life
00:57:00 - Nick Kroll, Andrew Schultz & the Balloon Clown Apology
01:04:11 - Bert's Dad Chimes In
01:05:54 - Noga Erez, Goose Vs. Geese & Mount Joy
01:09:02 - Curry Barker's Obsession & Horror vs. Comedy Movies
01:15:10 - WrapLearn more about your ad choices. Visit megaphone.fm/adchoices
15 June 2026, 12:00 pm -
- 1 hour 45 minutesNick Kroll Convinced Netflix to Air Animated Animal Sex | 2 Bears, 1 Cave
Gape your 4th eye with Kurt Metzger and Duncan Trussell's new podcast Mystery Boys and get to the bottom of what's really going on in the world: https://www.youtube.com/playlist?list=PL-i3EV1v5hLfZinN-4ZV4wmZ862wupBWF Also, check out Tom's new bakery, Ciccio Bomba, at the new third location at 1100 South Lamar Blvd in Austin, right across from the Alamo Drafthouse. SPONSORS: - Sign up now and Acorns will boost your new account with a $5 bonus investment. Join the over 14 million all-time customers who have already saved and invested over $27 billion dollars with Acorns. Head to acorns.com/bears or download the Acorns app to get started. - 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. - Don’t let your mind get in the way of a good time. Discover your options at https://BlueChew.com - Right now, Babbel is offering listeners up to 60% off. Go to https://Babbel.com/BEARS - Sponsored by Better Help. 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 This week on 2 Bears 1 Cave, Nick Kroll joins Tom and Bert to break down his new Netflix animated series Mating Season, why animation produces tighter comedy than anything shot on the fly, and the emotional formula behind Big Mouth that turned a filthy puberty show into something people actually shed real tears for. Along the way, they get into an all-timer story from a legendary comedy industry gathering featuring basically every comic you've ever loved, Tom's Charlie Murphy sushi dinner story, Bert's 50-pound weight loss and very specific relapse date, a true urban legend about Michael Landon and a javelin, a genuinely compelling movie pitch called The Quad Squad, and somehow end up in a deep dive on the Eichmann trial, featuring Sir Ben Kingsley showing up to a table read entirely off-book with a swastika-covered script. 2 Bears, 1 Cave Ep. 330 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:06:30 - Why Animation Forces Comedians to Actually Write 00:18:31 - The Greatest Comedy Photo You're Not In 00:25:25 - Tom's Charlie Murphy Sushi Dinner Story 00:39:33 - Raccoons, Black Voice, & Building the Mating Season Universe 00:54:46 - Did Michael Landon Kill a Man With a Javelin? 01:01:18 - A Completely Serious Movie Pitch 01:04:19 - Clothes, Bert's Transformation, & Relapse Date 01:13:07 - Nacho Figueras & the Argentina Horse Riding Disaster 01:25:13 - Gay Moose, Goats, & Nick Kroll's Full Project Lineup 01:29:54 - N.O.R.E Calls In 01:32:30 - Nick Kroll Speaks Spanish 01:36:45 - Hunting Eichmann & Sir Ben Kingsley's Unhinged Table Read 01:44:11 - Wrap
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1 June 2026, 12:00 pm - 1 hour 12 minutesLive from the Rose Bowl | 2 Bears 5K ft. Jelly Roll, Ari Shaffir, Joe DeRosa & Are You Garbage?
The End is here! Ari's new storytelling show is $5.99 per episode at https://theend.ymhstudios.com. There's a total of 7 episodes for you to enjoy! Check out Joe DeRosa's new podcast Vile and Horrendous Pull up a chair and listen to what Joe does best: piss and moan! https://www.youtube.com/watch?v=bWvLI8xCAa0 Also, check out Tom's new bakery, Ciccio Bomba, at the new third location at 1100 South Lamar Blvd in Austin, right across from the Alamo Drafthouse. SPONSORS: - 🌎 Get an exclusive 15% discount on Saily data plans! Use code bears at checkout. Download Saily app or go to https://saily.com/bears ⛵ - Thanks to MANSCAPED for sponsoring today’s video! Get The Beard Hedger® Plus for 15% OFF + Free Shipping with code “BEARS” at https://Manscaped.com! - Sponsored by BetterHelp. Sign up and get 10% off at https://betterhelp.com/bears. - For simple, online access to personalized and affordable care for Hair Loss, Weight Loss, and more, visit https://Hims.com/BEARS. - Get sixty days free at https://ShipStation.com with code cave - For a limited time, our listeners get 50% off FOR LIFE, Free Shipping, AND 3 Free Gifts at Mars Men at https://Mengotomars.com Live from the legendary Rose Bowl during Netflix Is A Joke Fest, the Bears are back and even sweatier than usual! Tom Segura and Bert Kreischer take the stage fresh off the 2 Bears 5K for a completely unhinged live episode packed with race stories, weight loss victories, comic cameos, chaos, and pure degeneracy. Joined by Jelly Roll, Ari Shaffir, Joe DeRosa, and the guys from Are You Garbage?, the crew covers everything from losing hundreds of pounds and surviving airplane bathrooms while fat, to bidet discoveries, Netflix brunch disasters, H. Foley's iPhone nightmare, and the emotional insanity that surrounds the 2 Bears community. Plus: Bert reveals he mailed busts of his own dick to his closest friends, Tom bombs in front of Eddie Murphy and lives to tell the tale, Ari returns from traveling the world with a surprise award, and the whole crew spirals into stories about body transformations, sobriety, addiction, and comedy fame. 2 Bears, 1 Cave Ep. 329 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:02:50 - Jelly Roll aka The Third Bear 00:23:40 - H. Foley & Kevin Ryan 00:49:51 - Ari Shaffir 01:03:38 - Joe DeRosa 01:12:56 - Wrap & Plugs
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18 May 2026, 12:00 pm - 1 hour 16 minutesThe Bears Go Up In Smoke | 2 Bears, 1 Cave
The End is here! Ari's new storytelling show is $5.99 per episode at https://theend.ymhstudios.com. There's a total of 7 episodes for you to enjoy!
Check out Joe DeRosa's new podcast Vile and Horrendous Pull up a chair and listen to what Joe does best: piss and moan! https://www.youtube.com/watch?v=bWvLI8xCAa0
SPONSORS:
- Brought to you by BetterHelp. Sign up and get 10% off at https://betterhelp.com/bears.
- Don’t let your mind get in the way of a good time. Discover your options at https://BlueChew.com
- Get up to 60% off at https://Babbel.com/BEARS.
- Sign up for your one-dollar-per-month trial and start selling today at https://shopify.com/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.
- Head to https://acorns.com/bears or download the Acorns app to get started.
This week on 2 Bears, 1 Cave, Tim and Bart go up in smoke, sharing cigars together as they talk about whatever floats around in their collective heads. They talk about fat guy problems, before going into Tiger Woods' spiraling personal life. The Bears also walk down memory lane, comparing the infamous fat Bert pitching photo to one of him recently, and the drastic change is pretty staggering. They also unpack the text exchange between a student and the teacher sister of influencer Noah Beck, share some wild drug stories, and check out a clip of Doug Stanhope roasting a city council. Also the 2 Bears 5k is coming up! Hope you been training.
2 Bears, 1 Cave Ep. 328
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com
Chapters
00:00:00 - Intro
00:01:56 - Fat Guy Problems
00:09:23 - Tiger Woods & Cigars
00:21:23 - Pitching Fat Pictures
00:29:30 - Noah Beck's Sister's Texts
00:43:40 - Age Differences
00:47:12 - Girl Talk
00:48:17 - Wild Drug Stories
00:59:19 - Doug Stanhope Fought City Hall
01:05:40 - Brendon Walsh Shenanigans
01:11:33 - Sabbatical & Wrap Up
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4 May 2026, 12:00 pm - 1 hour 12 minutesThe End Is Here w/ Ari Shaffir | 2 Bears, 1 Cave
The End is Ari's new storytelling show! And it's finally here! Only at https://theend.ymhstudios.com/ . Get 7 full, hour long episodes of completely unfiltered stories for $29.99. Get it now!
SPONSORS:
- Go to https://ShipStation.com and use code cave for sixty days for free!
- For simple, online access to personalized and affordable care for Hair Loss, Weight Loss, and more, visit https://Hims.com/BEARS.
- Text BEARS to 64000 to get 20% off all IQBAR products, plus FREE shipping. Message and data rates may apply.
- Get 15% OFF your entire order @MANSCAPED with promo code BEARS at https://manscaped.com! #ManscapedPartner #TCSociety
- Brought to you by BetterHelp. When life feels overwhelming, therapy can help. Sign up and get 10% off at https://BetterHelp.com/bears.
- Order a bottle of Por Osos and some killer merch online https://drinkporosos.com
Welcome back to 2 Bears 1 Cave! This week, Tom Segura and Bert Kreischer are joined by the always unpredictable Ari Shaffir, dropping in to promote “The End”, a bold, no-holds-barred storytelling series that serves as a spiritual sequel and final evolution of his cult-favorite show This Is Not Happening.
This episode dives deep into Ari’s return to long-form storytelling, breaking down how The End was independently produced with a stacked lineup featuring top-tier comics and a unique profit-sharing model that actually pays performers. The trio reflects on the evolution of comedy since Ari's original show, from Comedy Central’s heyday to today’s creator-driven landscape. The conversation spirals into outrageous personal stories, behind-the-scenes industry insights, and hilarious debates about everything from sobriety culture to the lost art of live storytelling. There’s also an unforgettable deep dive into a near-collaboration with Tracy Morgan, a story that almost made it into final show, and the unhinged unseriousness of morning show promotional interviews. Check out The End, y'all! We legit worked hard on it here at Studio Jeans.2 Bears, 1 Cave Ep. 327
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com
Chapters
00:00:00 - Intro
00:01:37 - The End
00:04:13 - Big Dicks & Big Chicks
00:12:20 - The Missing Tracy Morgan Story
00:31:10 - Morning Show Chaos
00:43:47 - 2 Bears 5K
00:47:30 - Booze Tales & Sobriety Influencers
01:01:09 - Road Trip Stories
01:08:31 - Tito's Vodka & Final Thoughts
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20 April 2026, 12:00 pm - 1 hour 15 minutesSomethings Burning And It's Bert's Bus | 2 Bears, 1 Cave
The End is Ari's new storytelling show! It's almost here! Premieres April 16 on https://theend.ymhstudios.com/ . Presale pricing only available for a short time! You get 7 full, hour long episodes of completely unfiltered stories for $24.99. Afterwards, the price will increase so get it now!
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. - Get 10% off your first month of BlueChew Gold with code BEARS. https://bluechew.com - Sign up for your one-dollar-per-month trial and start selling today at https://shopify.com/bears - Brought to you by BetterHelp. When life feels overwhelming, therapy can help. Sign up and get 10% off at https://BetterHelp.com/bears. - Get up to 60% off at https://Babbel.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. Bert Kreischer and Tom Segura are back with a wild new episode of 2 Bears, 1 Cave, and this one has everything: a terrifying tour bus fire, Bert’s ongoing recovery from blood clots, near-death anxiety, celebrity gossip, and a heated defense of napping. Bert breaks down the shocking story of how his bus blew a tire outside Fargo, was left behind overnight, and then burst into flames just hours later — a moment that may have saved everyone on board. He and Tom unpack how close the situation really was, what Bert lost in the fire, and why he’s still obsessing over the hats. The Bears also dive into Bert’s fear of flying, life on blood thinners, what it means to face mortality without booze, and the bizarre mental spiral that comes with multiple near-death experiences in a matter of months. From there, the conversation takes its usual chaotic turn into Club Shay Shay, the “lost everything and got it back” misunderstanding, the Jeffrey Epstein email chatter, Chappell Roan backlash, and whether Jon Bernthal is dead wrong about naps. They also talk about the upcoming 2 Bears 5K in Pasadena on May 9, Bert’s current fitness goals, and whether he can break 30 minutes in the race. 2 Bears, 1 Cave Ep. 326 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:01:20 - Bert's Bus Burned Down 00:14:47 - Losing Everything 00:18:19 - A Really Cool Gift 00:20:40 - Death Is A Cruel Mistress 00:34:34 - Air Canada Accident + Other Aviation Disasters 00:43:10 - Chappell Roan 00:50:28 - Beefing With Jon Bernthal About Naps 00:56:34 - 2 Bears 5K 01:00:20 - New Bus & Doing Stand-Up Again 01:07:33 - Epstein, Fluffy, & KREISCHER
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6 April 2026, 12:00 pm - 1 hour 17 minutesThe Most Redacted Episode Ever | 2 Bears, 1 Cave
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
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