This Week in Startups

De: Jason Calacanis
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  • Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world’s greatest founders, operators, investors, and innovators.
    Jason Calacanis
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Episodios
  • Zoox Crash Fallout, COATUE’s $1B Open Fund, and Office Hours with FusionAds | E2122

    Zoox Crash Fallout, COATUE’s $1B Open Fund, and Office Hours with FusionAds | E2122
    May 8 2025
    Today’s show: Jason, Lon & Alex discuss the day’s hottest tech and startup news. Zoox’s robotaxi crash and voluntary recall, COATUE’s innovative open-ended venture fund that could democratize private tech investing, the NSO Group's massive $167M fine for spyware abuse, Uber’s record-setting earnings and in-person work push, and a candid AI wake-up call from Fiverr’s CEO urging employees to embrace automation or fall behind. From regulatory shakeups to funding innovation and the rise of AI productivity, this episode captures the chaos and opportunity of tech in 2025.Timestamps:(1:09) Show Intro(2:43) Will Coatue's new low buy-in fund replace or supplement traditional VC investments?(9:55) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at www.openphone.com/⁠twist(13:38) Zoox issues recall: why this might be the best case scenario for self-driving cars.(20:18) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(22:39) Meta wins settlement against NSO: do spyware companies even need to exist?(25:45) Uber bests expectations in Q1! Why their future is looking bright.(29:48) Notion - Try it for free today at https://notion.com/twist(33:10) How scared should we be of AI replacing us? Fiverr's CEO says VERY.(40:57) In Office Hours, Evan from FusionAds wants to know: how to make clients feel more confident in with AI-generated marketing?(50:03) The Founder Friday Tournament's Final Four is now... a FINAL FIVE?!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/v19fcpLinks from episode:Do Things That Don’t Scale: https://paulgraham.com/ds.htmlFusionAds: https://www.fusionos.ai/ai-generative-advertisingFollow Evan:X: https://x.com/EG_FusionLinkedIn: https://www.linkedin.com/in/evangraj/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:(9:55) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at www.openphone.co(20:18) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(29:48) Notion - Try it for free today at https://notion.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 h y 7 m
  • Cursor’s $9B Round, AI-Powered Toys & CloudNuro’s SaaS Fix | E2121

    Cursor’s $9B Round, AI-Powered Toys & CloudNuro’s SaaS Fix | E2121
    May 6 2025
    Today’s show: Cursor’s explosive growth, hitting $200M in ARR and a massive $9B valuation. They also explore the buzz around Magical Toys’ new AI-powered dinosaur, where LLMs meet playtime. The conversation turns to “vibe coding” and how AI dev tools are changing the way product teams build. Plus, Jason shares stories from his Formula 1 poker table, Uber’s latest autonomous vehicle partnerships get analyzed, and we bring you highlights from our Founder Fridays pitch showdown, featuring Kippy from Sydney and MomSub from Chicago. Stick around to hear how Cloud Neuro is tackling SaaS sprawl.*Timestamps:(0:00) Jason kicks off the show!(3:52) Rise in popularity of F1 and Netflix's impact(10:23) Uber stock, partnerships, and self-driving technology(10:47) 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/twisttoday!(13:50) Aurora Innovation's SPAC and Cursor's valuation discussion(19:07) Revenue quality concerns for startups(20:17) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(21:37) User engagement versus churn in startups(23:06) AnySphere's ARR and impact of faster development on tech(30:29) Fidelity Private Shares℠ - Visit ⁠https://www.fidelityprivateshares.com! Mention our podcast and receive 20% off your first-year paid subscription.(32:11) Anker's portable solar solutions and off-grid living innovations(37:41) Jason's investment insights on Warner Brothers and Disney(38:27) Skype's decline and the rise of Zoom and Microsoft Teams(42:04) Founder Friday bracket final matchup and pitches(51:08) Interview with Fateen Anam Raffid from Magical Toys(59:24) Dino AI toy demonstration and future plans(1:04:20) Interview on CloudNuro's SaaS spend management(1:10:01) SaaS compliance, vendor-customer relationships, and AI spend management(1:16:09) CloudNuro's data-driven foundation and AI governance(1:18:46) Company growth, competitive landscape, and Chicago's entrepreneurial ecosystem*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:Magical Toys: https://www.magicaltoys.comCloudNuro: https://www.cloudnuro.ai/*Follow Fateen:X: https://x.com/Fateen_Anam*Follow Shyam:LinkedIn: https://www.linkedin.com/in/shyam-kumar-7b18524/:*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:(10:47) 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/twisttoday!(20:17) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(30:29) Fidelity Private Shares℠ - Visit ⁠https://www.fidelityprivateshares.com/ Mention our podcast and receive 20% off your first-year paid subscription.*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 h y 26 m
  • Apple’s App Store Loss, AI Persuasion, and an Interview with Tyler Denk of Beehiiv | E2120

    Apple’s App Store Loss, AI Persuasion, and an Interview with Tyler Denk of Beehiiv | E2120
    May 2 2025
    Today’s show: Jason, Lon, and Alex break down a loaded week in tech: Apple’s 27% App Store “link-out” fee gets shut down by a judge—unlocking margin for startups and slashing CAC; AI bots on Reddit’s r/ChangeMyView are now 6x more effective than humans at changing minds, signaling a seismic shift in online discourse; and Beehiiv CEO Tyler Denk joins to discuss building in public, rapid product iteration, and the irony of being critiqued like a market leader for innovating too fast. The big takeaway? AI is evolving fast, gatekeepers are falling, and founders who build through chaos are best positioned to win.Timestamps:(0:00) Episode Teaser(1:20) Introduction and venture capital power law(4:14) Economic data and labor market trends(8:19) Mimicking trades and Dub's Series A funding(10:05) Kyte - TWIST Listeners: Go to https://kyte.com/ and download the Kyte app today. Use code JASON to save 10% on your first rental.(14:48) Apple App Store ruling and startup implications(19:44) Atlassian - Head to https://www.atlassian.com/startups/twist to see if you qualify for 50 free seats for 12 months.(21:44) App store fees and antitrust concerns(27:34) Fivetran's acquisition and Lena Khan's impact on VC(29:58) LinkedIn Ads - Get a $100 LinkedIn ad credit at http://www.linkedin.com/thisweekinstartups(32:02) Venture capital scenarios and M&A future(37:23) Jason’s Starbucks tweet and union perspectives(45:02) Reddit's AI experiment and online discourse(48:16) Interview with Tyler Denk from Beehiiv(49:52) Beehiiv overview and customer base(51:02) Beehiiv's revenue strategy and Boost feature(57:06) Balancing revenue streams and feature quality(1:04:30) MRR growth and founder transparency(1:08:05) Brand marketing impact and staying focused(1:11:44) Hiring challenges and platform comparisons(1:14:01) Twist 500 initiative updateSubscribe 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:Beehiiv: https://www.beehiiv.com/Follow Tyler:X: https://x.com/denk_tweetsFollow 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) Kyte - TWIST Listeners: Go to https://kyte.com/ and download the Kyte app today. Use code JASON to save 10% on your first rental.(19:44) Atlassian - Head to https://www.atlassian.com/startups/twist to see if you qualify for 50 free seats for 12 months.(29:58) LinkedIn Ads - Get a $100 LinkedIn ad credit at http://www.linkedin.com/thisweekinstartupsGreat 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 h y 15 m
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