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This Week in Startups

Jason Calacanis
This Week in Startups
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  • Inside Substack’s $100M Push to Fend Off Beehiiv | E2153
    Today’s show:WHY DOES @SUBSTACKINC NEED $100M IN NEW FUNDING?HOW DO THEY PLAN TO STAY AHEAD OF @BEEHIIV?Jason and Alex are debating the future of indie publishing on an all-new TWiST, considering the future of these rival platforms, plus Patreon and more.PLUS they’re digging into Lovable’s latest raise and what it says about the current economics of vibecoding, surveying the automated driving landscape in light of Uber’s new agreement Lucid and Euro, explaining Jason’s “meme processing” theory of internet humor, AND looking ahead to Christopher Nolan’s IMAX epic “The Odyssey.”Join us for the longest-running and most in-depth podcast on Earth for startup founders.Timestamps:(0:00) Intro - Everyone is getting hyped for Nolan’s “The Odyssey”(03:49) “Meme Processing,” the Astronomer saga, and giving people a little grace(10:07) INBOUND - Use code TWIST10 for 10% off your General Admission ticket at https://www.inbound.com/register (Valid thru 7/31)(18:49) Substack vs. Patreon vs. Beehive: Who ya got?!(19:43) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(29:39) Public - Take your investing to the next level with Public. Build a multi-asset portfolio and earn 4.1% APY on your cash—with no fees or minimums. Start now at public.com/twist.(37:58) Lovable, vibecoding, and how much AGI might one day be worth(01:00:36) Uber’s Lucid/Nuro deal: Alex did the math(01:08:03) Is autonomous driving about to change EVERYTHING? Jason says… YES.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/v19fcpFollow 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:(10:07) INBOUND - Use code TWIST10 for 10% off your General Admission ticket at https://www.inbound.com/register (Valid thru 7/31)(19:43) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(29:39) Public - Take your investing to the next level with Public. Build a multi-asset portfolio and earn 4.1% APY on your cash—with no fees or minimums. Start now at public.com/twist.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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  • Thinking Machines’ RECORD seed round, VC Geoff Lewis, and MORE | E2152
    Today’s show:Jason and Alex tackle a full tech and business news docket on today’s show, including Jason’s big SF trip with Launch Accelerator’s 34th cohort, some peculiar social media posts from VC Geoff Lewis, a look inside the HUGE seed rounds being commanded by early-stage AI startups, crunching the numbers on how much compute data centers need to sell before they’re profitable, Polymarket asks who will be the next CEO of X and MUCH MUCH MORE.Join us for the longest-running and most in-depth podcast on Earth for startup founders.Timestamps:(00:00) INTRO(01:31) Jason’s in SF with LAUNCH Accelerator cohort 34… His take on the mood in Silicon Valley.(07:52) Odd X posts from Bedrock Capital’s Geoff Lewis… what does it all mean?(10:09) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(14:44) Ask JCal: What founders can do to guard their own mental health and well-being(20:17) 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!(22:04) Thinking Machines Lab set a new record for a seed round: what’s going on with these MEGA deals?(28:51) Alex (and Kabir from LAUNCH’s research team) investigated the economics of data centers… just HOW MUCH can you make from selling compute? And how long does it TAKE to turn a profit?(30:52) Bolt - Don’t be left behind. Build apps quickly without knowing how to code with Bolt.new. Try it free at https://www.bolt.new/twist.(37:09) Superintelligence vs. AGI: Jason thinks we’re still more than 2-3 years away…(39:52) GPx is not a traditional VC fund: here’s what industry vet Brian Singerman is up to(49:37) The importance of setting your own corporate culture… before it gets set for you!(58:15) Polymarket has ideas for the next X CEO… see where Jason ranks on the list!(01:03:18) Reddit wants to know… Do investors judge founders negatively who rely on lots of AI tools?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/v19fcpFollow 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:(10:09) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(20:17) 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!(30:52) Bolt - Don’t be left behind. Build apps quickly without knowing how to code with Bolt.new. Try it free at https://www.bolt.new/twist.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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  • Blitzhiring and the Complicated Case of Windsurf, OpenAI and Google | E2151
    Today’s show:On today’s show… Jason and Alex are considering the fallout of Windsurf’s OpenAI deal, the company’s latest agreements with both Google and Cognition AI, and how “blitzhiring” is actually playing out in real-world startups.Plus Jason’s short- and medium-term predictions for AI’s impact on the job market, Tesla’s latest expansion of its Austin robotaxi service, Mistral giving the EU a real stake in the AI model race, a look back at the SnapStream live TV archiving service, AND an update on how much more time we have until all our servers are obsolete.All that and more on a brand new Monday edition of This Week in Startups.Timestamps:(02:20) Influencers caught an arsonist in LA’s Runyon Canyon? (Don’t worry, there’s always a startup angle)(10:38) Coda - Empower your startup with Coda’s Team plan for free—get 6 months at https://www.Coda.io/twist(12:56) Windsurf’s OpenAI deal fell through… but there are breaking updates!(20:11) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(23:46) The gap from prototype to production in AI remains HUGE(29:52) AWS Activate - AWS Activate helps startups bring their ideas to life. Apply to AWS Activate today to learn more. Visit aws.amazon.com/startups/credits(34:56) Things are going well for Tesla’s Austin rollout, but will regulators demand LIDAR systems anyway?(45:47) Maybe NOTHING that’s happening right now in AI is as important as what’s to come?(54:31) Follow-Up: So how much more time until all of our servers are obsolete? What happens to them when they’re removed?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/v19fcpFollow 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:(10:38) Coda - Empower your startup with Coda’s Team plan for free—get 6 months at https://www.Coda.io/twist(20:11) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(29:52) AWS Activate - AWS Activate helps startups bring their ideas to life. Apply to AWS Activate today to learn more. Visit aws.amazon.com/startups/creditsGreat 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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  • Grok 4 Beats OpenAI + The $300 AI Agent Era | E2150
    Today’s show: Grok 4 just leapfrogged OpenAI to become the top AI model—and it’s not just hype. In this episode, @Jason and @alex break down Grok’s AGI-level performance, the massive drop in LLM pricing, and why some companies are raising prices anyway. They also dive into the Missouri AG’s investigation into AI “bias,” the future of First Amendment protections for LLMs, and how autonomous vehicles are creating a new category: “autonomous commerce.” If you’re building with AI or betting on the future of tech, don’t miss this one.Timestamps:(1:55) AI models: Grok 4 and performance benchmarks(3:51) Detailed analysis of AI model performance and price trends(10:11) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(11:25) AI models' problem-solving capabilities and timeline for solving math problems(16:53) Legal and regulatory challenges for AI(19:56) Retool - Visit https://www.retool.com/twist and try it out today.(21:12) Bias in AI models and political implications(30:41) Vouched - Trust for agents that’s built for builders like you. Check it out at http://vouched.id/twist(32:07) Infinite energy potential and AI impact; Bitcoin's new high(37:11) Crypto regulation and fintech under new administration(45:50) Future of storage, computing power, and GPU lifespan in data centers(53:40) Claude segment by Anthropic(55:09) Guest Ben Seidl of Autolane introduction(57:19) Autolane's impact on autonomous vehicles and commerce(59:05) Rise of autonomous commerce and logistics(1:06:37) Retailer issues with autonomous vehicle integration and orchestrationSubscribe 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/v19fcpFollow 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:(10:11) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(19:56) Retool - Visit https://www.retool.com/twist and try it out today.(30:41) Vouched - Trust for agents that’s built for builders like you. Check it out at http://vouched.id/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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  • Orchestrating Smarter AI Systems with AI21 Labs’ Yoav Shoham | AI Basics with Google Cloud
    In this episode of AI Basics, Jason sits down with Yoav Shoham — Stanford professor emeritus and co-founder of AI21 Labs, creators of Jurassic-2, Wordtune, and the new orchestration system Maestro.They unpack:Why enterprise AI struggles with reliabilityWhat orchestration really means (and why LLMs alone aren't enough)The pitfalls of “agent-washing”Small vs large models, agent-to-agent protocols, and where real opportunities lieThis one is for founders building with AI — if you're navigating hallucinations, chasing automation, or exploring multi-agent workflows, this episode is a must.*Timestamps:(0:00) Yoav Shoham joins Jason to discuss AI Basics.(1:05) What AI21 Labs is building — from Jurassic-2 to Maestro(5:49) The overuse and confusion of the seductive term “agent”(8:22) Small models vs large models: what's best for enterprise?(10:53) The verticalization of AI: legal, accounting, and beyond(12:17) The challenge of agent-to-agent communication and shared semantics(17:08) What’s overhyped vs underhyped in AI — Yoav’s advice for founders*Uncover more valuable insights from AI leaders in Google Cloud's 'Future of AI: Perspectives for Startups' report. https://goo.gle/futureofai*Explore FurtherGoogle Cloud’s Report: The Future of AIGet insights from 23 leading experts on how startups can leverage AI for real business impact.👉 Read the full reportMore AI Basics EpisodesFounders, operators, and builders — catch up on our full Startup Basics series (Legal, Finance, Growth & AI):👉 thisweekinstartups.com/basicsLinks from episde:Google Cloud — Build smarter with AI tools built for startupsAI21 Labs — Makers of Wordtune, Jurassic-2, and MaestroMaestro — Orchestrate AI agents and tools across workflowsJamba — AI21’s hybrid language model with breakthrough efficiencyLearn About Google’s A2A (Agent-to-Agent) ProtocolThe next evolution in agent interoperability and coordination:Official A2A AnnouncementHands-on A2A Tutorial (Medium)*Follow Yoav:X: https://x.com/yshohamLinkedIn: https://www.linkedin.com/in/yoavshoham/*Follow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanis*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
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About This Week in Startups

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.
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