Tom Segura drops in for a wild one. The guys go deep on the ethics of AI, the future of creative careers, and the scams that almost got them. They trade stories about high-stakes gambling with Dana White, shady asset management loopholes, and the celebrities they’ve shared flights with. Plus, it’s all laughs (and a little chaos) as they break down controversial comedy, editing nightmares, and iconic moments in music history. Sponsored by: Find and cancel your unwanted subscriptions with Rocket Money https://www.rocketmoney.com/DRUNK Sign up for your $1-per-month Shopify trial and start selling today https://www.shopify.com/DRUNK Support the show and get free shipping plus 365-day returns at Quince https://www.quince.com/DRUNK Subscribe to We Might Be Drunk: https://bit.ly/SubscribeToWMBD Merch: https://wemightbedrunkpod.com/ Clips Channel: https://bit.ly/WMBDClips Sam Morril: https://punchup.live/sammorril/tickets Mark Normand: https://punchup.live/marknormand/tickets Check out That Sounds Right — the comedy panel show hosted by the producer of WMBD https://www.youtube.com/@thatsoundsrightshow Produced by Gotham Production Studios: https://www.gothamproductionstudios.com @GothamProductionStudios | Producer: https://www.instagram.com/mrmatthewpeters #WeMightBeDrunk #MarkNormand #SamMorril #TomSegura #RocketMoney #Shopify #Quince #ComedyPodcast #StandUpComedy #BodegaCatWhiskey 00:00:00 The Ethics of AI Development 00:06:12 The Impact of AI on Creative Careers 00:13:00 Mistaken Identity and Online Scams 00:22:11 Breaking News and New Projects 00:26:24 The Art of Collaborative Editing 00:33:09 Controversial Comedy and Public Backlash 00:40:10 Comedy and Audience Perception 00:47:00 Celebrities I've Flown With 00:54:21 Ethical and Sustainable Manufacturing Practices 01:03:00 The Risks and Rewards of Creative Projects 01:08:52 High Stakes Gambling with Dana White 01:14:56 Loopholes of the Wealthy: Asset Management Tricks 01:23:18 Unexpected Twists in "Sinners" Movie Discussion 01:28:00 Biopics: Authenticity vs. Performance 01:34:26 Iconic Moments in Music History 01:41:13 The Challenges of Editing Stand-Up Comedy Specials 01:48:04 Reflecting on a Night in New Orleans