2 Bears, 1 Cave with Tom Segura & Bert Kreischer

Available Episodes

5 of 294

Tom's Dad STOLE Dynamite & BLEW UP A Bridge w/ Barstool Big Cat | 2 Bears, 1 Cave
Check out the newest podcast from YMH Studios "Not A Damn Chance"! Hosted by pro skateboarder Neen Williams and Michelin-starred chef Phillip Frankland Lee https://www.youtube.com/watch?v=ihy5odp5G9A SPONSORS: - Make life easier by getting harder and discover your options at https://BlueChew.com! And we’ve got a special deal for our listeners: Try your first month of BlueChew FREE when you use promo code BEARS -- just pay $5 shipping. - If your revenues are at least in the seven figures, download the free e-book “Navigating Global Trade: 3 Insights for Leaders” at https://NetSuite.com/BEARS. - Sponsored by BetterHelp. Our listeners get 10% off their first month at https://betterhelp.com/bears This week on 2 Bears 1 Cave, Tim Segura and Bert Kershire are LIVE from the Barstool Chicago studio and share some stories of their latest shenanigans in the Windy City. The Bears also talk about bombing in Hawaii, jokes about slurs, fathers, women fading, whatever's going on in Bert's mouth, plus the internet hate for WNBA player Angel Reece and alleged royal Meghan Markle. The Bears are then joined by Big Cat who talks about stuff his kids are into lately and his favorite hobby aka gambling. Speaking of which, he also teaches the Bears about Dana White's infamous Tunnel of Chaos, before they pivot to the series "MobLand", and Tom shares a story about almost buying Dr. Dre's house. Bert also trash talks Tom's home base for some reason and compares us...I mean...it, to an abortion clinic or a dentist office, which, let me say is totally an exaggeration....I love working here. Enjoy the episode! 2 Bears, 1 Cave Ep. 291 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:02:36 - Chicago Shenanigans 00:16:06 - Mouth Stuff 00:19:39 - Bombing Hawaii 00:29:01 - Friends 00:36:51 - Internet 00:43:28 - Women 00:49:04 - Big Words 00:59:18 - Mandela Effects 01:03:51 - Kids Stuff With Big Cat 01:12:09 - Gambling 01:20:42 - MobLand 01:24:17 - Work From Home 01:30:37 - Big Cat's Other Interests Learn more about your ad choices. Visit megaphone.fm/adchoices
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1:39:53
Tom Shows Harland Williams His Chocolate Starfish | 2 Bears, 1 Cave
Check out the newest podcast from YMH Studios "Not A Damn Chance"! Hosted by pro skateboarder Neen Williams and Michelin-starred chef Phillip Frankland Lee SPONSORS: - Get started at https://factormeals.com/bears50off and use code bears50off to get 50% off plus FREE shipping on your first box. - Make friends and grab some merch at https://www.drinkporosos.com/ This week on 2 Bears 1 Cave, Bert is on a retreat in Istanbul so Tom Segura is joined by the brilliantly bizarre Harland Williams for an unhinged episode packed with supposedly true stories, bootyholes, and too many farts. Harland kicks things off by reminiscing about fingering calamari and the first time someone touched his arse—with a thermometer. Tom shares the traumatic moment he had to show a friend his infamously hairy sphincter... and yes, he ends up showing Harland too. Surprisingly, the conversation spirals into absurd territory with erotic drawings, smut searches, fart-catching attempts, a Dominican dick flash, and a deep dive into Enny’s alleged fondness for buttholes. Harland doesn’t disappoint either—he reacts to fart videos, tells a story about dating Madonna, and looks forward to tanning with Tom. The two also talk about creativity, recreational drugs, Harland's distrust of nicotine pouches, the anthems of both Canada and Texas, plus playing doctor, and horseshoes with neck pillows. Oh, and Harland names his favorite dictator. Stick around to find out if Harland ends up eating Tom. 2 Bears, 1 Cave Ep. 290 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:02:55 - Arses & Calamari Rings 00:14:34 - So Much Hair 00:26:10 - What's Going On With Canada? 00:31:24 - Measurements, Buzzes, & Vices 00:41:37 - Favorite Dictator 00:51:49 - Dating Madonna 00:55:46 - Clip: Baddie Farts 00:56:49 - Play Back The Tape 00:58:13 - Clip: Fart In One 00:59:29 - Tanning & Tour Dates 01:05:45 - Gas, Gashes, & Gruesome Videos 01:11:48 - Harland Wants To Eat Tom Learn more about your ad choices. Visit megaphone.fm/adchoices
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1:19:39
Bad Thoughts About Meghan Markle | 2 Bears, 1 Cave
SPONSORS: - Grab your tickets at https://NASCAR.com/tickets. If you can’t make it, grab a beer and your friends, find your seat on the couch, and gear up for some of the best racing in the world at Charlotte Motor speedway. Tune in to the Coca Cola 600 this Sunday at 6:00 PM Eastern - Brought to you by BetterHelp. Visit https://betterhelp.com/bears to get 10% off your first month - Sign up for a $1 per month trial period at https://shopify.com/bears. - Get your summer savings and shop premium wireless plans at https://mintmobile.com/BEARS. This week on 2 Bears 1 Cave, Tom Segura and Bert Kreischer go deep on Tom’s new Netflix series Bad Thoughts — a disturbing, hilarious, and brilliantly unhinged ride that Charo absolutely hated. The Bears talk about favorite sketches, behind-the-scenes moments, bloopers, and why Bert is both joking and not joking about not being cast. They dive into the art of acting, working with writers, and getting lost in characters — plus Bert’s dream roles if he had been invited. Also: Tom's Italian guy character, hair insecurity, Kevin James dying his beard, and Tom's preference for a show that doesn't look like a comedy. Elsewhere, Bert shares his Post Malone + Jelly Roll solo mission, NASCAR plans, and recent attempts at eating clean and not drinking again. There’s debate over royal titles, Meghan Markle, Prince William, and a killer impression of the royal family worrying about baby skin tone. Plus: Bert’s mail opening trauma, how he weighs himself, cauliflower pizza, bar takeovers, and why Tom might actually like who he is. It’s full sketch comedy breakdown meets chaotic Bear therapy—don’t miss it. 2 Bears, 1 Cave Ep. 289 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:00:20 - Tom Talks Bad Thoughts 00:13:50 - Cinematography & Awkward Sex Scenes 00:21:45 - Casting Choices & Putting Friends In Movies 00:33:23 - Tom's Acting, Bert's "Sobriety", & NASCAR 00:40:20 - The Royals & Meghan Markle 00:55:01 - Bills 01:03:01 - Big Boys 01:09:31 - Wrap Up Learn more about your ad choices. Visit megaphone.fm/adchoices
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1:08:19
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. Learn more about your ad choices. Visit megaphone.fm/adchoices
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1:01
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 Learn more about your ad choices. Visit megaphone.fm/adchoices
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1:09:17