This Week in Startups

• Meta’s Dangerous Chat, Protect AI & Founder Fridays Pitch Comp | E2118

  Today’s show: we break down the wild story behind Meta’s AI chatbots going completely off the rails — including a bombshell WSJ exposé about bots flirting with minors. Then they cover Palo Alto Networks’ huge $500M+ acquisition of Protect AI, and sit down with the founder of Formulate, who’s building a robotic kitchen for chemicals and cosmetics. Plus, we get into some spicy takes on the secret group chats shaping tech behind the scenes, whether AI can clean up bad code faster than humans, and a Founder Fridays Texas showdown between Osprey and Wispr.*Timestamps:(0:00) Jason kicks off the show.(1:45) Jason’s recent trip to Detroit.(7:47) The influence of group chats on tech, politics, and Trumpism(10:54) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(19:48) The importance of proactive communication in media(20:04) Fidelity Private Shares℠ - Visit ⁠ https://www.fidelityprivateshares.com! Mention our podcast and receive 20% off your first-year paid subscription.(21:44) Palo Alto Networks acquires Protect AI(28:57) ARX Robotics and the future of autonomous military platforms(29:31) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.(35:27) Sentra's $50M Series B in data security posture management(42:16) Lightrun's $70M Series B and venture capital trends(51:28) Meta's AI chatbots, ethical concerns, and Founder Friday competition(1:05:19) Formulate interview with Osmaan Shah(1:11:52) Scaling microfactories and the benefits of Formulate's platform(1:21:10) Business model and future of robotics in manufacturing(1:24:38) Potential applications in food and agriculture for Formulate Robotics*Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcp*Links from episode:Check out Formulate Robotics: https://www.linkedin.com/company/formulaterobotics/posts/?feedView=allCheck out Protect AI: https://protectai.com/Check out Lightrun: https://lightrun.com/Check out Sentra: https://www.sentra.io/Check out the WSK article on Meta’s “Digital Companions”: https://www.wsj.com/tech/ai/meta-ai-chatbots-sex-a25311bf?st=6jzH4S&reflink=desktopwebshare_permalinkCheck out ARX Robotics: https://www.arx-robotics.com/*Follow Osmaan:LinkedIn: https://www.linkedin.com/in/osmaanshah/X: https://x.com/osmaanshah*Follow Lon:X: https://x.com/lons*Follow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm*Follow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanis*Thank you to our partners:(10:54) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(20:04) Fidelity Private Shares℠ - Visit https://www.fidelityprivateshares.com! Mention our podcast and receive 20% off your first-year paid subscription.(29:31) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.*Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland*Check out Jason’s suite of newsletters: https://substack.com/@calacanis*Follow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

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  1:26:49
• Discord’s Power Move, Slate’s Modular EVs & the “Act for Private Gain” | E2117

  Today’s show: Jason, Alex, and Lon break down today’s top tech and startup stories — from Slate Auto’s customizable $25K EV truck to Discord’s major leadership shakeup ahead of a potential IPO. They also cover Uber’s self-driving push with Volkswagen, Perplexity AI’s aggressive growth moves, and why value-driven products are winning in a tough economy. Plus, Alex sits down with Tailscale CEO Avery Pennarun to unpack how they grew from 5K to 10K customers — and why fixing internet networking could spark the next huge wave of innovation.*Timestamps:(0:00) Jason, Lon and Alex kick off the show!(3:26) Introduction and features of Bezos-backed EV truck company, Slate(7:55) Market impact and value proposition of Slate's EV trucks(9:48) LinkedIn Ads - Get a $100 LinkedIn ad credit at http://www.linkedin.com/thisweekinstartups(14:04) EV features and market potential discussion(17:42) Discord CEO steps down and IPO prospects(20:19) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(24:00) Uber and Volkswagen's self-driving car partnership(28:39) Superpower - The best founders know: better health = better business. Visit http://superpower.com/twist to skip the waitlist.(30:00) Pace of self-driving car adoption and regulation(37:20) Butterfly Effect secures Benchmark investment(38:37) Perplexity and Motorola Razr partnership(43:12) Jason's experience with Light Phone(45:39) New York Times and Ziff Davis lawsuits against OpenAI(50:09) Nonprofit structures and OpenAI's mission issues(54:01) Founder Friday: Pitchfire and TACTUN's two-year plans(1:02:28) Introduction to Tailscale and Avery Pennarun(1:10:17) Tailscale's enterprise adoption(1:21:13) Current Internet networking issues*Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcp*Links from episode:Check out Tailscale: https://tailscale.com/ Check out Slate vehicles: https://www.slate.auto/enCheck out Not For Private Gain:https://notforprivategain.org/Check out the Light Phone: https://www.thelightphone.com/Check out Oregon lawmakers article: ****https://www.oregonlive.com/politics/2025/04/oregon-lawmakers-to-decide-whether-big-tech-should-pay-to-support-local-journalism.htmlCheck out Manus: https://manus.im/*Follow Lon:X: https://x.com/lons*Follow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm*Follow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanis*Thank you to our partners:(9:48) LinkedIn Ads - Get a $100 LinkedIn ad credit at http://www.linkedin.com/thisweekinstartups(20:19) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(28:39) Superpower - The best founders know: better health = better business. Visit http://superpower.com/twist to skip the waitlist.*Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland*Check out Jason’s suite of newsletters: https://substack.com/@calacanis*Follow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

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  1:25:51
• Cursor’s $300M ARR, Uber’s FTC Battle, and Office Hours with GoShare | E2116

  Today’s show: Jason, Alex and Lon unpack the FTC’s lawsuit against Uber and what it could mean for subscription UX, break down how AI startup Cursor is growing faster than almost any SaaS company in history, and discuss how dark patterns, consumer trust, and regulatory scrutiny are reshaping product design. They also touch on the future of big tech breakups, share insights from founder Office Hours with GoShare CEO Shaun Savage, highlighting the power of focus, capital, and customer obsession for startups navigating turbulent markets.Timestamps:(0:00) Episode Tease(1:21) Jason talks about personal interests, frugality, and TWIST live tour(7:29) Nick Huber's tweet on tariffs and business impact(9:58) NetSuite - Download the CFO's Guide to AI and Machine Learning for free at https://www.netsuite.com/twist(11:22) Market uncertainty and paused deals(13:57) Trump's market feedback and tariffs(16:29) Cursor's rapid revenue growth(19:44) Gusto - Get three months free when you run your first payroll at http://gusto.com/twist(21:16) Valuation discussion continuation and FTC sues Uber(29:58) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(31:26) FTC dark patterns and consumer protection(33:23) Founder Friday bracket competition: LifeStack vs MedSimple(43:50) Introduction to GoShare and founder Shaun Savage(45:57) Regulatory challenges in the gig economy and supply chain resilience(57:37) Diversification strategies for GoShare's delivery professionals(1:00:23) Benefits of office hours and brainstorming with portfolio companies(1:01:26) Founder University and Launch Accelerator updatesSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpLinks from episode:GoShare: https://goshare.co/Founder University: https://www.founder.university/Follow Shaun:X: https://x.com/ShaunSavage19LinkedIn: https://www.linkedin.com/in/shaunsavage/Follow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(9:58) NetSuite - Download the CFO's Guide to AI and Machine Learning for free at https://www.netsuite.com/twist(19:44) Gusto - Get three months free when you run your first payroll at http://gusto.com/twist(29:58) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twistGreat TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason’s suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

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  1:02:26
• Robot Lifeguards, TapCheck’s Payday Play & Thalamus’s Wild Market Share | E2115

  Today’s show: Jason and Lon break down the biggest stories in tech and startups this week: OpenAI’s new models are powerful but glitchy, Meta’s internal docs hint that Zuck knows the Facebook friends graph is toast, and fintech startup TapCheck might actually be doing some good. Plus, robot lifeguards and humanoid races — the wildest videos of the week and what they mean. Then, Alex sits down with Jason Reminick, founder of Thalamus, the platform that helps match medical residents to hospitals (with 85% market share!). They talk about becoming a Public Benefit Corp and how Thalamus is tackling the doctor shortage in the U.S.*Timestamps:(0:00) Jason kicks off the show(1:43) OpenAI's new models and issues with Wikipedia as AI knowledge bases(8:27) FTC antitrust case around Meta; breaking up big tech(11:13) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(13:04) Tapcheck's impact on employee retention and minimum wage variations(19:56) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!(24:31) New company Revel's safety software(27:14) Humanoid robot marathon in Beijing(30:15) Brex. Get the business account trusted by 1 in 3 US startups at ⁠https://brex.com/banking-solutions(35:46) New color discovery “Olo”(40:30) Blue Sky is Falling: Robots, delivery, surveillance, and privacy concerns(55:20) Alex sits down with Jason Reminick of Thalamus(56:01) Thalamus and the medical residency application process(59:42) AI in residency applications and standardizing medical school grades(1:03:30) Thalamus' market share and collaboration with medical associations(1:10:08) Impact of budget cuts on rural hospitals and business model expansion*Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcp*Links from episode:Check out Thalamus: https://www.thalamusgme.com/Check out the Robot Lifeguard: https://oceanalpha.com/product-item/dolphin1/Check out TapCheck: https://www.tapcheck.com/*Follow: Jason ReminickLinkedIn: https://www.linkedin.com/in/jason-reminick-md-mba-ms-bb251645/Thalamus on X: https://x.com/ThalamusGME/status/1757812695787581485*Follow Lon:X: https://x.com/lons*Follow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm*Follow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanis*Thank you to our partners:(11:13) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(19:56) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!(30:15) Brex. Get the business account trusted by 1 in 3 US startups at ⁠https://brex.com/banking-solutions*Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland*Check out Jason’s suite of newsletters: https://substack.com/@calacanis*Follow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

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  1:16:58
• LMArena Goes Startup, AI App Wars Begin, Scott Bair’s Design Playbook | E2114

  Today’s show: Jason, Alex, and Lon discuss the rise of LMArena as it spins out into a full-fledged startup, what that means for AI benchmarking, and how it could monetize its growing community. They also dive into the emerging value of application-layer AI startups and why OpenAI’s acquisition spree is just beginning. Plus, branding expert Scott Bair drops tactical design tips for founders—from logos to product UX—that can give your startup the edge.Timestamps:(0:00) AI companies and value accrual in the AI rush(1:29) Productivity in remote work(5:12) Overview of LM Arena as a startup(7:22) Business models for AI and benchmarking(10:05) Fidelity Private Shares℠ - Visit ⁠https://fidelityprivateshares.com⁠! Mention our podcast and receive 20% off your first-year paid subscription.(14:16) Milestone-based investing and early-stage funding(16:34) OpenAI's acquisition moves and AI market dynamics(20:12) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at https://www.openphone.com/twist(21:15) Intangible value and strategic acquisitions in AI(24:30) High valuations and consumer AI pricing models(26:00) The rise of drone startups and autonomous weapon systems(29:46) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(32:00) Venture interest in drones and geopolitical considerations(32:30) Branding, design, and founder questions(43:51) Brand mission and work environment culture(47:10) Savage my startup and live clinic(49:30) Logo design and color theory(56:29) Designing great websites and apps(59:29) Founder University website review(1:00:49) Closing remarks and social media plugsSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpCheck out:Lunour: https://www.lunour.com/Founder Fridays: https://www.founderfridays.tech/Founder University: https://www.founder.university/Follow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:05) Fidelity Private Shares℠ - Visit ⁠https://fidelityprivateshares.com⁠! Mention our podcast and receive 20% off your first-year paid subscription.(20:12) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at https://www.openpjhone.com/twist(29:46) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason’s suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

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  1:01:22

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