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May 19, 2025 68 mins
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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