This Week in Startups

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.

  1. 1d ago

    Is AI the new cigarettes? Our VC panel digs into Anthropic’s S-1 | E2356

    This Week In Startups is made possible by: PayPal: https://paypal.com/business The Conservation Fund: https://www.conservationfund.org/ Hostinger: https://hostinger.com/twist Plaud: https://plaud.ai/twist Today’s show: Anthropic’s S-1 is here, and finally, we can start to develop a real understanding for the AI economy and whether the numbers add up. Anthropic shows an operating profit, a mostly non-cash $80.7 billion loss, and customers spending a shocking 9x what they were spending on intelligence just one year ago. Is this the greatest business in history? Is AI now as addictive to enterprises as cigarettes once were to impressionable teens? On this week’s VC Roundtable, Jason Calacanis is joined by D.A. Wallach (Time BioVentures), Dave McClure (Practical Venture Capital), and Ben Black (Akkadian Ventures / Powerlaw Corp.) to seek some answers. They dig into the numbers, including that wild 900% net revenue retention, and consider how retail investors will consider the convertible-note charge behind their $80B loss. Plus they’ll debate whether Anthropic’s founders are really true believers driven by religious fervor, and if so, whether they’re destined to be out-competed by “rabid capitalists.” Guests D.A. Wallach on X: https://x.com/dawallach Time BioVentures: https://www.timebioventures.com/ Dave McClure on X: https://x.com/davemcclure Practical Venture Capital: https://practicalvc.com/ Trading Places podcast: https://www.youtube.com/@PracticalVentureCapital Ben Black on LinkedIn: https://linkedin.com/in/benblack Akkadian Ventures: https://akkadian.vc/ Powerlaw Corp: https://pwrl.com Relevant Links Anthropic’s S-1, by the numbers (Fortune): https://fortune.com/2026/10/27/anthropic-s1-ipo-filing-financials-profits/ 900% NRR and an $80.7B loss that mostly ins’t (HackerNoon): https://hackernoon.com/anthropics-s-1-shows-163b-in-half-year-revenue-a-900percent-nrr-and-an-807b-loss-that-mostly-isnt Tickertrends: https://tickertrends.io/ Replit makes OpenAI its default (TechCrunch): https://techcrunch.com/2026/10/17/replit-is-no-longer-working-with-anthropic-ceo-says/ Dario Amodei warns that rivals’ spending could risk bankruptcy (Fortune): https://fortune.com/2026/02/14/anthropic-ceo-dario-amodei-spending-capex-risk-ai-revenue-forecasts-bankruptcy Machines of Loving Grace (Dario Amodei): https://www.darioamodei.com/essay/machines-of-loving-grace Palantir CTO Shyam Sankar says AI researchers are taking up smoking (Fortune): https://fortune.com/2026/10/13/palantir-cto-shyam-sankar-ai-researchers-smoking-cigarettes-cure-cancer-artificial-general-intelligence-silicon-valley-mass-psychosis-effective-altruism/ Microsoft offers its first-ever voluntary buyouts (TechSpot): https://www.techspot.com/news/112174-microsoft-offers-voluntary-buyouts-thousands-us-workers-ai.html Canva ranks among the top consumer AI apps (SmartCompany): https://www.smartcompany.com.au/artificial-intelligence/canva-new-ai-consumer-web-app-ranking-andreesen-horowitz/ SpaceX Q3: Musk says it could rent out its AI compute several times over (Constellation Research): https://www.constellationr.com/insights/news/spacexs-q3-musk-says-it-could-rent-out-its-ai-compute-several-times-over Jason’s 2026 “Bitcoin is Dead” post: https://x.com/Jason/status/2114956980674605075 Jason to Michael Saylor: "there are better places to invest your money”: https://x.com/Jason/status/2115274438979756346 Timestamps: 0:00 Anthropic files its public S-1 4:58 Anthropic vs. OpenAI revenue run rates 9:20 PayPal is built for all businesses. Get started at https://paypal.com/business 10:02 “The greatest business in the history of capitalism” 11:58 Is intelligence the new tobacco? 18:08 The “meat sack constraint” 20:36 Thanks to our partner, The Conservation Fund! Learn more at https://www.conservationfund.org/ 22:13 Plaud: If your work depends on conversations - interviews, meetings, calls - you need a Plaud NotePin S. You can check it out at https://plaud.ai/twist and use code TWIST for 10% off! 24:32 The Who Has the Most Subscribers Challenge 28:08 Is Apple waiting out the AI race on purpose 30:22 Hostinger: The all-in-one platform for domains, websites, email, and marketing. Go to https://hostinger.com/twist and use the code TWIST for an additional 10% off Black Friday and Cyber Monday 34:19 Is Canva an AI company? 39:08 True Believers who still want to make money 48:21 The $72.4B convertible-note charge, explained 51:03 How long does AI compute stay useful? 58:19 Jason’s monthly “Bitcoin is Dead” post 1:04:41 Alicorns are unicorns with pegasus wings 1:09:58 Subscribe to the TWiST Newsletter! Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com Check out the TWIST500: https://www.twist500.com Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp Follow Lon: X: https://x.com/lons Follow Jason: X: https://twitter.com/Jason LinkedIn: https://www.linkedin.com/in/jasoncalacanis Thank you to our partners: PayPal is built for all businesses. Get started at https://paypal.com/business The Conservation Fund: Thanks to our partner, The Conservation Fund! Learn more at https://www.conservationfund.org/ Hostinger: The all-in-one platform for domains, websites, email, and marketing. Go to https://hostinger.com/twist and use the code TWIST for an additional 10% off Black Friday and Cyber Monday Plaud: If your work depends on conversations — interviews, meetings, calls — you need a Plaud NotePin S. You can check it out at https://plaud.ai/twist and use code TWIST for 10% off! Check out all our partner offers: https://partners.launch.co/ Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland Subscribe to our Substack Newsletters! TWiST: https://twistartups.substack.com/ TWiAI: https://www.thisweekinai.ai/ TWiVC: https://thisweekinvc.substack.com/ Follow TWiST: Twitter: https://twitter.com/TWiStartups YouTube: https://www.youtube.com/thisweekin Instagram: https://www.instagram.com/thisweekinstartups TikTok: https://www.tiktok.com/@thisweekinstartups Substack: https://twistartups.substack.com

  2. 3d ago

    Pregame Your Launch Before Your App Exists (w/ Amanda Bradford) | E2355

    This Week In Startups is made possible by: Odoo: https://odoo.com/twist G2i: https://g2i.co/twist Rippling: https://rippling.ai/twist Plaud: https://plaud.ai/twist Today’s show: Amanda Bradford’s “launch party” for her dating app The League actually extended for months. She “pre-gamed” the app’s formal launch with months of mixers, boat parties, and free events, where the only ticket required for admission was having the app on your phone. By launch day, she had a massive wait list, and still just let in 500 people, who ensure maximum buzz (and FOMO). At LAUNCH’s first-ever Tactical & Practical live event from San Francisco, Amanda walks the crowd through how she built a vetted, two-sided dating marketplace as a solo founder, eventually getting prominent enough to attract the attention of Match Group. (She sold The League for ~$30 million in 2020.) Hear exclusive tips you won’t get anywhere else, like how Amanda used a “fake paywall” to gauge willingness to pay for subscriptions, and how to time your rate of expansion into new markets. Plus, an all-new Flashback segment, featuring Alex and Lon looking back at a classic 2017 interview between Jason and Stripe’s Patrick Collison. Guests Amanda Bradford on X: https://x.com/amandabradford Book a Call with Amanda: https://intro.co/amandabradford The League: https://www.theleague.com/ Patrick Collison on X: https://x.com/patrickc?lang=en Stripe: https://stripe.com/ Relevant Links: The League was called "elitist." Its founder says that was never the case (CNBC): https://www.cnbc.com/2023/10/20/founder-of-the-league-on-dating-ambition-and-that-viral-ad-campaign.html Alex Wilhelm’s Cautious Optimism: https://www.cautiousoptimism.news/ TWiST E723: Patrick Collison (2017): https://www.youtube.com/watch?v=P-NepiMQGvY Timestamps: 0:00 Amanda Bradford on building The League 4:30 Hand-reviewing early applications 6:40 Building an MVP with a rented co-founder 8:56 The VIP approach 13:10 Why Amanda only let in 500 people 15:44 The “Heavy Hitter” fake paywall test 16:44 Odoo: The all-in-one business platform. Your first app is free! Get started today at https://odoo.com/twist 17:46 Why live events are the real unlock 21:35 Controversy as a hook 24:22 Flashback to Patrick Collison in 2017 25:13 Plaud: If your work depends on conversations - interviews, meetings, calls - you need a Plaud NotePin S. You can check it out at https://plaud.ai/twist and use code TWIST for 10% off! 28:13 Stripe: Then vs. Now 30:53 G2i has been recruiting software engineers for over a decade. Go to https://g2i.co/twist to find out how G2i vets engineers, and can help you hire them in days, not weeks. 32:17 Why did PayPal stay PayPal? 37:50 Problem, not a product 44:33 Thanks to our partners at Rippling! Head to https://rippling.ai/twist and get the only AI built to give you full visibility across your startup and take complex actions across your entire business. 45:46 The outage nobody noticed 51:00 Why persistence beats pivoting 52:13 What’s left before a Stripe IPO? Subscribe to our newsletters on Substack: TWiST: https://twistartups.substack.com/ TWiAI: https://www.thisweekinai.ai/ TWiVC: https://thisweekinvc.substack.com/ Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp Follow Lon: X: https://x.com/lons Follow Jason: X: https://twitter.com/Jason LinkedIn: https://www.linkedin.com/in/jasoncalacanis Thank you to our partners: Odoo: The all-in-one business platform. Your first app is free! Get started today at https://Odoo.com/twist G2i has been recruiting software engineers for over a decade. Go to G2i.co/twist to find out how G2i vets engineers, and can help you hire them in days, not weeks. Thanks to our partners at Rippling! Head to https://Rippling.ai/twist and get the only AI built to give you full visibility across your startup and take complex actions across your entire business. Plaud: If your work depends on conversations — interviews, meetings, calls — you need a Plaud NotePin S. You can check it out at https://Plaud.ai/twist and use code TWIST for 10% off! Check out all our partner offers: https://partners.launch.co/

  3. 6d ago

    OpenAI’s $1.25T Raise, Starlink Mobile & Zuck’s Tax Deal | EP 2354

    This Week In Startups is made possible by: Plaud - https://plaud.ai/twist Sentry - https://sentry.io/twist Lightfield - https://lightfield.app Rippling - https://rippling.ai/twist Today’s show: Is OpenAI finally priced correctly? Jason argues that the reported $30 billion raise at a $1.25 trillion valuation is finally “right-sized.” He also says that he’d put money in at that price, while walking through the risks that could still sink the investment. It’s a Friday all-news episode with Jason and Lon, covering OpenAI’s latest round, SpaceX’s push to become America’s fourth major carrier, Zuck and Meta’s creative move around the proposed California billionaire tax, and some of Lon and Jason’s favorite documentaries. Plus we’re asking the timely question: who watches the AI watchdogs? Relevant Links OpenAI nears up to $30B round at $1.25T valuation, led by UAE investors (CNBC): https://www.cnbc.com/2026/10/22/openai-funding-round-uae-investors.html Anthropic investors eye a $2T IPO (Nasdaq): https://www.nasdaq.com/articles/move-over-spacex-anthropic-targets-2-trillion-valuation Uber puts all 30,000 employees on ChatGPT Work (TechCrunch): https://techcrunch.com/2026/10/22/uber-puts-all-30000-employees-on-chatgpt-work/ Telecom stocks fall as SpaceX eyes 80,000 cell sites (Yahoo Finance): https://finance.yahoo.com/markets/stocks/articles/telecom-stocks-fall-spacex-eyes-134838815.html Verizon launches simpler plans and drops activation and upgrade fees (Fox Business): https://foxbusiness.com/markets/verizon-launches-simpler-plans-new-loyalty-program-drops-some-fees Amazon Leo's launch slips past early 2026 (ITdaily): https://itdaily.com/news/network/amazon-leo-faces-delays/ METR and Redwood Research's write-up on red-teaming OpenAI's agent monitoring: https://metr.org/blog/2026-10-22-red-teaming-openai-agent-monitoring/ Open Philanthropy is now Coefficient Giving: https://coefficientgiving.org/research/the-story-behind-our-new-name/ Court documents show the alleged FSU shooter's ChatGPT chats (AOL): https://www.aol.com/news/court-documents-show-florida-state-233829466.html Meta's 8-K filing on the Founder Alignment Agreement (SEC): https://www.sec.gov/Archives/edgar/data/0001326801/000162828026066700/meta-20261019.htm Polymarket: will California's billionaire tax pass?: https://polymarket.com/event/billionaire-one-time-wealth-tax-passes-in-california-election-2026 Mark Cuban vs. Ro Khanna on the billionaire tax (Fortune): https://fortune.com/2026/08/17/mark-cuban-california-billionaires-tax-wealth-ro-khanna/ Elizabeth Holmes: The Theranos Deception (60 Minutes archive): https://cbsnews.com/video/elizabeth-holmes-the-theranos-deception-60-minutes-archive “The Act of Killing” trailer: https://www.youtube.com/watch?v=Q3FcB1UZHlg “Grizzly Man” trailer: https://www.youtube.com/watch?v=uWA7GtDmNFU “Hoop Dreams” trailer: https://www.youtube.com/watch?v=uf9Nq2ju0t0 “The King of Kong” trailer: https://www.youtube.com/watch?v=L5XvArGGIzk “A Short Stay in Hell” by Steven L. Peck: https://www.amazon.com/dp/0983748446 “The Library of Babel” by Jorge Luis Borges [PDF]: https://sites.evergreen.edu/politicalshakespeares/wp-content/uploads/sites/226/2015/12/Borges-The-Library-of-Babel.pdf “The Eureka Machine” by Richard Socher: https://www.amazon.com/dp/154170570X Timestamps: 0:00 Jason’s in SF with the LAUNCH Accelerator 37 cohort 2:40 Plaud: If your work depends on conversations - interviews, meetings, calls - you need a Plaud NotePin S. You can check it out at https://plaud.ai/twist and use code TWIST for 10% off! 6:34 Tactical & Practical talks live at Salesforce Tower 10:21 Using Claude for brainstorming, not writing 19:26 Sentry - New users can get $240 in free credits when they go to https://sentry.io/twist and use the code TWIST26 20:42 OpenAI closing $30B at a $1.25T valuation 26:04 Why OpenAI could still lose 30:25 Would you put 30% of your retirement into OpenAI? 32:34 Lightfield - Name one person who's ever enjoyed updating a CRM. Exactly. Lightfield's AI agent does it for you - it even prospects and books your meetings. Used by thousands of startups. Free at https://lightfield.app 34:27 Every Tesla becomes a Starlink hotspot 43:06 What would be the ultimate SpaceX domain name? 45:00 Thanks to our partners at Rippling! Head to https://rippling.ai/twist and get the only AI built to give you full visibility across your startup and take complex actions across your entire business. 46:10 Is METR a fair watchdog for OpenAI? 54:03 Jason’s “Know Your Customer” plan for AI models 1:03:34 Meta’s deal to keep Zuckerberg in Cali 1:14:35 Why Jason would raise the minimum wage 1:18:42 Does Nathan Fielder give Liz Holmes a pass? 1:30:59 “A Short Stay in Hell” and “The Eureka Machine” Subscribe to our newsletters on Substack: TWiST: https://twistartups.substack.com/ TWiAI: https://www.thisweekinai.ai/ TWiVC: https://thisweekinvc.substack.com/ Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp Follow Lon: X: https://x.com/lons Follow Jason: X: https://twitter.com/Jason LinkedIn: https://www.linkedin.com/in/jasoncalacanis Check out all our partner offers: https://partners.launch.co/ Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland Follow TWiST: Twitter: https://twitter.com/TWiStartups YouTube: https://www.youtube.com/thisweekin Instagram: https://www.instagram.com/thisweekinstartups TikTok: https://www.tiktok.com/@thisweekinstartups Substack: https://twistartups.substack.com

  4. Oct 22

    We asked 3 VCs: would you invest in Elizabeth Holmes’ next startup? | E2353

    This Week In Startups is made possible by: DigitalOcean - Head to https://do.co/twist to start building on DigitalOcean's AI-Native Cloud today — and cut your AI workload costs by up to 50% Odoo: The all-in-one business platform. Your first app is free! Get started today at https://odoo.com/twist Thanks to our partners at Rippling! Head to https://rippling.ai/twist and get the only AI built to give you full visibility across your startup and take complex actions across your entire business. Plaud: If your work depends on conversations — interviews, meetings, calls — you need a Plaud NotePin S. You can check it out at https://plaud.ai/twist and use code TWIST for 10% off! Today’s show: Elizabeth Holmes remains in prison for defrauding Theranos investors, even as she stars in the hit Nathan Fielder/Lance Oppenheim documentary “You Can See Everything.” But we’re asking the real question: After all the very public accusations… the hit pieces in the press and the Hulu drama series picking apart the scandal… would tech investors and VCs be willing to back her NEXT startup, if the numbers were right? On today’s TWiST roundtable, Jason Calacanis is joined by Sam Lessin (Slow Ventures), Paige Finn Doherty (Behind Genius Ventures), and Jenny Fielding (Everywhere Ventures). In addition to reviews of the movie tech insiders can’t stop talking about, they cover why every seed portfolio needs a little bit of fraud, how diligence scales with check size, having trademark rights to your own voice, and the pro rata rights debate that’s still raging over Valar Atomics’ lawsuit with seed investors Day One Ventures. Guests Sam Lessin on X: https://x.com/lessin Slow Ventures: https://slow.co/ Paige Finn Doherty on X: https://x.com/paigefinnn Behind Genius Ventures: https://www.behindgeniusventures.com/ Jenny Fielding on X: https://x.com/jefielding Everywhere Ventures: https://www.everywhere.vc/ Relevant Links OpenSnow: https://opensnow.com/ “You Can See Everything” trailer: https://www.youtube.com/watch?v=HvW_N5p1q44 HBO Max “The Rehearsal” trailer: https://www.youtube.com/watch?v=2fjPFt8cpic Elizabeth Holmes moves to halfway house in 2027 (ABC7): https://abc7.com/story/elizabeth-holmes-scheduled-move-halfway-house-august-2027/19862832/ Billy Evans’ blood-testing startup Haemanthus (TechCrunch): https://techcrunch.com/2025/05/10/elizabeth-holmes-partner-reportedly-fundraising-for-new-blood-testing-startup/ Polymarket: Oscars 2027 Best Picture: https://polymarket.com/event/oscars-2027-best-picture-winner-20260727173620857 Kalshi: Oscars 2027 Best Documentary: https://kalshi.com/markets/kxoscardocu/event/kxoscardocu-27 Charlie Javice sentenced to 7 years (NBC News): https://www.nbcnews.com/business/business-news/charlie-javice-sentenced-7-years-prison-fraudulent-175m-sale-financial-rcna234536 Trump pardons Nikola founder Trevor Milton (Axios): https://www.axios.com/2025/03/28/trump-pardons-nikola-founder-trevor-milton Sequoia writes its FTX stake down to zero (Fortune): https://fortune.com/2022/11/10/ftx-sam-bankman-fried-sequoia-writes-down-214-million-investment-to-zero-venture-capital-crypto Who lost money on Theranos? (Fortune): https://fortune.com/2018/05/04/theranos-investment-lost “Barbarians at the Gate” on Amazon: https://www.amazon.com/Barbarians-Gate-Fall-RJR-Nabisco/dp/B08YP9MDHX a16z backs Adam Neumann’s Flow (Commercial Observer): https://commercialobserver.com/2022/08/adam-neumann-350m-backing-andreessen-horowitz/ Martin Shkreli lifetime pharma ban (FTC): https://www.ftc.gov/news-events/news/press-releases/2022/01/statement-chair-lina-m-khan-ruling-judge-denise-l-cote-federal-trade-commission-et-al-v-vyera Isaia Taylor post announcing Valar suit: https://x.com/isaiah_p_taylor/status/2108679133467414855 Day One Ventures response: https://x.com/mashadrokova/status/2108732979191390528 ElevenLabs Iconic Marketplace: https://elevenlabs.io/iconic-marketplace Apple Corps vs. Apple Computer, a history (MacTech): https://www.mactech.com/2004/04/09/a-history-of-the-apple-vs-apple-dispute Cameo for Business: https://www.cameo.com/business Nox Metals: https://noxmetals.co Electric Plant Company: https://www.electricplant.co/ Ablieration: https://abliteration.ai/ Timestamps: 0:00 Our new “This Week in VC” newsletter 2:15 Panel intro: Sam Lessin, Paige Doherty, Jenny Fielding 8:09 Why gambling loses appeal for VCs 11:02 Plaud: If your work depends on conversations - interviews, meetings, calls - you need a Plaud NotePin S. You can check it out at https://plaud.ai/twist and use code TWIST for 10% off! 16:18 DigitalOcean - Head to https://do.co/twist to start building on DigitalOcean's AI-Native Cloud today - and cut your AI workload costs by up to 50% 17:35 Best moments from “You Can See Everything” 21:42 Unreliable narrators and unknowable situations 24:41 Living in a post-truth moment 30:02 Due diligence horror stories 32:45 Odoo: The all-in-one business platform. Your first app is free! Get started today at https://odoo.com/twist 34:50 The VCs remember their fraud investments 38:39 How LAUNCH trains founders to prep for diligence 44:31 How Elizabeth Holmes kept raising money 54:54 Would you invest in an Elizabeth Holmes company? 57:27 Thanks to our partners at Rippling! Head to https://rippling.ai/twist and get the only AI built to give you full visibility across your startup and take complex actions across your entire business. 1:02:28 Why seed funds need pro rata rights 1:09:02 When “founder friendly” means rolling over 1:16:25 The three investor relationships: team, founders, LPs 1:21:02 ElevenLabs “Archer” voice controversy 1:27:16 How NIL deals reshaped college sports 1:33:54 Cameo for Business and long-tail celeb endorsements 1:35:51 Portfolio company shoutouts Subscribe to our newsletters on Substack: TWiST: https://twistartups.substack.com/ TWiAI: https://www.thisweekinai.ai/ TWiVC: https://thisweekinvc.substack.com/ Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp Follow Lon: X: https://x.com/lons Follow Jason: X: https://twitter.com/Jason LinkedIn: https://www.linkedin.com/in/jasoncalacanis Check out all our partner offers: https://partners.launch.co/ Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland Follow TWiST: Twitter: https://twitter.com/TWiStartups YouTube: https://www.youtube.com/thisweekin Instagram: https://www.instagram.com/thisweekinstartups TikTok: https://www.tiktok.com/@thisweekinstartups Substack: https://twistartups.substack.com

  5. Oct 20

    Anthropic Gives Away 5% of Its Shares, Clone’s Muscle Robot, ElevenLabs Steals Podcaster's Voice

    This Week In Startups is made possible by: Plaud: https://plaud.ai/twist Northwest Registered Agent: https://www.northwestregisteredagent.com/twistdomain Vanta: https://www.vanta.com/twist Rippling: https://rippling.ai/twist Today’s show: Jason can’t stop praising Nathan Fielder’s new A24 hybrid documentary about Elizabeth Holmes and Theranos, “You Can See Everything,” and he’s insisting that Lon check it out before the next podcast. Hear his spoiler-free review, how the film upended his expectations based on Fielder’s previous work, and why Lon also recommends Lance Oppenheim’s HBO Max series “Ren Faire.” Plus, we’re talking to Clone Robotics co-founder and CEO Dhanush Radhakrishnan about why he thinks robots should not just be humanoid but should look and move precisely like humans. We’re digging deep into how his hydraulic myofiber artificial muscle technology alters and even improves on the pulley-based systems being deployed by competitors, why he thinks the models that power domestic helper-bots will be commoditized, and how quickly he thinks he can put a robo-butler in every American home. Plus we’re comparing the potential impact of Anthropic’s new Public Benefit Fund vs. Elon Musk’s plan to give every baby a share of SpaceX, and re-considering simulation theory after Odyssey dropped an artificial fruit fly brain into an artificial landscape. Guest Dhanush Radhakrishnan on X: https://x.com/dhanushisrad Clone Robotics: https://clonerobotics.com/ Related Links “You Can See Everything” trailer: https://www.youtube.com/watch?v=HvW_N5p1q44 “You Can See Everything” on Rotten Tomatoes: https://www.rottentomatoes.com/m/you_can_see_everything John Carreyrou’s Theranos investigation (Wall Street Journal): https://www.wsj.com/articles/theranos-has-struggled-with-blood-tests-1444881901 “Ren Faire” HBO Max trailer: https://www.youtube.com/watch?v=CHZUVTrrexE “Nathan for You”: Smokers Allowed clip (Comedy Central): https://www.youtube.com/watch?v=HttB2fYAm-8 Anthropic: Investing in the Public Benefit: https://www.anthropic.com/news/public-benefit-fund Elon Musk SpaceX pledge: https://x.com/elonmusk/status/2112089556615123114 Dell’s $6.25B Invest America commitment: https://www.onedell.com/investamerica/ Odyssey Fly Simulation X post: https://x.com/odysseyml/status/2111589148146749616 Chris Williamson: “The ElevenLabs Situation is Crazy”: https://www.youtube.com/watch?v=lxDNHLgWInU ElevenLabs’ Legendary Voices marketplace: https://elevenlabs.io/iconic-marketplace TWiST newsletter on Substack: https://twistartups.substack.com/ LAUNCH Careers page: https://careers.launch.co/ Timestamps: 00:00 Intro 00:10 Plaud - If your work depends on conversations - interviews, meetings, calls - you need a Plaud NotePin S. You can check it out at https://plaud.ai/twist and use code TWIST for 10% off! 03:18 Jason's "You Can See Everything" reaction 14:37 Northwest Registered Agent - Got a new business idea? Northwest Registered Agent helps you bring it to life. Get a free domain, email, phone number, and more - with no purchase required! Learn more at https://www.northwestregisteredagent.com/twistdomain 15:27 What films max out RT's critic and audience scores 20:08 Anthropic commits 5% equity to Public Benefit Fund 24:28 Would equity change how Americans feel about AI? 27:08 Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist 38:38 Rippling - Thanks to our partners at Rippling! Head to https://rippling.ai/twist and get the only AI built to give you full visibility across your startup and take complex actions across your entire business. 39:48 Dhanush from Clone Robotics joins the show 42:43 How hydraulic muscle technology actually works 54:55 When can we have our robot butlers please? 56:55 Where will Clone get its robot brains? 1:12:17 Odyssey trapped a fake fly brain in a simulated environment 1:23:09 Did ElevenLabs steal a podcaster's voice? 1:30:13 Check us out on Substack! Subscribe to our newsletters on Substack: TWiST: https://twistartups.substack.com/ TWiAI: https://www.thisweekinai.ai/ TWiVC: https://thisweekinvc.substack.com/ Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp Follow Lon: X: https://x.com/lons Follow Jason: X: https://twitter.com/Jason LinkedIn: https://www.linkedin.com/in/jasoncalacanis Check out all our partner offers: https://partners.launch.co/ Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland Follow TWiST: Twitter: https://twitter.com/TWiStartups YouTube: https://www.youtube.com/thisweekinstartups Instagram: https://www.instagram.com/thisweekinstartups TikTok: https://www.tiktok.com/@thisweekinstartups Substack: https://twistartups.substack.com

  6. Oct 17

    Flying Cars, OpenAI Spies, Why AI Isn’t Sticking (Superhuman CEO)

    This Week In Startups is made possible by: Lightfield: https://lightfield.app Every.io: https://every.io/ PayPal: https://paypal.com/business Plaud: https://plaud.ai/twist GoDaddy: https://www.godaddy.com/ Today’s show: Today’s college grads are showing up to work at Jason’s company unable to write three sentences. He’s asking what Shishir Mehrotra of Superhuman, the company behind Grammarly, can do to fix that. Shishir delves into Superhuman’s reasons for acquiring GPTZero, the most popular AI detector, and the AI notetaker Fathom, and the spreadsheet startup Rows. Plus, how Shishir responds to accusations that Grammarly helps students cheat in the classroom, why writers should disclose when they’re collaborating with an LLM, and Jason's CEO wish list for fresh Grammarly features. In the news, Tesla demoed its long-awaited Roadster, which used SpaceX thrusters to do some flips and propel itself over five other Teslas… And OpenAI warned staffers that spies may be trying to seduce them in order to steal company secrets… And the shutdown of Character AI prompts Jason to declare: “AI relationships are evil.” Guests: Shishir Mehrotra on X: https://x.com/shishirmehrotra Superhuman: https://superhuman.com Relevant Links: Rows, the spreadsheet startup Superhuman bought, announces the deal → https://rows.com/blog/post/rows-is-joining-superhuman Superhuman to acquire GPTZero (Business Wire) → https://www.businesswire.com/news/home/20260623083788/en/Superhuman-to-Acquire-GPTZero-AI-Authenticity-Platform Is the Internet AI, GPTZero's live tracker of AI content on Reddit, LinkedIn and X → https://istheinternetai.com GPTZero AI Vision, the extension that flags AI posts as you browse → https://gptzero.me/ai-vision Superhuman acquires YC-backed notetaker Fathom (TechCrunch) → https://techcrunch.com/2026/09/14/superhuman-acquires-yc-backed-notetaker-fathom-as-productivity-platforms-push-for-agentic-work/ Grammarly Authorship, which shows how much of your writing came from AI → https://www.grammarly.com/authorship GPTZero Authorship and Writing Replay → https://gptzero.me/authorship Stanley Druckenmiller says his WSJ op-ed was written with AI (NOTUS) → https://www.notus.org/media/stanley-druckenmillers-wsj-op-ed-bessent-ai Superhuman Go, the AI assistant that works wherever you type → https://superhuman.com/go Tesla reveals its new Roadster with SpaceX thrusters (TechCrunch) → https://techcrunch.com/2026/10/15/tesla-reveals-spacex-powered-roadster-that-flies-and-falls-with-style/ OpenAI employee arrested over a hidden listening device in an executive conference room (NBC News) → https://www.nbcnews.com/tech/tech-news/openai-employee-arrested-hidden-listening-device-company-says-rcna603262 Eight states sue OpenAI over ChatGPT's alleged harm to kids (NBC News) → https://www.nbcnews.com/tech/tech-news/openai-sued-eight-states-alleged-harm-chatgpt-rcna603614 Timestamps: 00:00:00 Intro 00:07:14 GPTZero and the fight over what's human 00:09:27 How much of Reddit, LinkedIn and X is AI 00:10:56 Fathom and the 90% of work that's spoken 00:12:05 Lightfield - Name one person who's ever enjoyed updating a CRM. Exactly. Lightfield's AI agent does it for you - it even prospects and books your meetings. Used by thousands of startups. Free at https://lightfield.app/ 00:16:27 Why Jason says every employee should use Grammarly 00:18:04 How to test whether new hires can actually write 00:22:08 Every - For all of your incorporation, banking, payroll, benefits, accounting, taxes or other back-office administration needs, visit https://every.io/. 00:24:22 Grammarly Authorship and proving the work is yours 00:25:53 How accurate are AI detectors 00:30:36 Jason wants AI writing flagged by default 00:32:34 Enforcing Grammarly and Go across a whole team 00:36:45 PayPal - PayPal is built for all businesses. Get started at https://paypal.com/business 00:37:28 Assist, chat and do, three kinds of AI agents 00:41:06 Jason's feedback on the Grammarly keyboard 01:13:27 Tesla demos the Roadster on SpaceX thrusters 01:21:20 OpenAI engineer charged with bugging an executive conference room 01:21:43 Why OpenAI warned employees about foreign spies 01:27:57 Eight states sue OpenAI over harm to kids Subscribe to our newsletters on Substack: TWiST: https://twistartups.substack.com/ TWiAI: https://www.thisweekinai.ai/ TWiVC: https://thisweekinvc.substack.com/ Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp Follow Lon: X: https://x.com/lons Follow Jason: X: https://twitter.com/Jason LinkedIn: https://www.linkedin.com/in/jasoncalacanis Check out all our partner offers: https://partners.launch.co/ Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland Follow TWiST: Twitter: https://twitter.com/TWiStartups YouTube: https://www.youtube.com/thisweekin Instagram: https://www.instagram.com/thisweekinstartups TikTok: https://www.tiktok.com/@thisweekinstartups Substack: https://twistartups.substack.com

  7. Oct 15

    The Ex-DeepMind Researcher Taking On China’s Open Source AI

    This Week In Startups is made possible by: Paper: https://getpaper.ai/twist Superhuman: https://superhuman.com/ Odoo: https://Odoo.com/twist Today’s show: Misha Laskin of Reflection AI joins Jason to explain why big companies are done renting their AI from closed labs. Enterprises want to keep their data, cut their costs, and tune their models to their unique businesses. Reflection is launching its first open-weight model, Beam, just three months after acquiring its first big cluster. Misha admits that Beam trails the best Chinese open models by a couple of months, and needs 3 to 4 times fewer tokens to reach the same answer, but nonetheless, the race is on. PLUS, Misha explains how “reward hacking” led that rogue OpenAI model to break out of its test sandbox and steal the answers from Hugging Face's servers. The model solved the problem, just not the way anyone intended. There’s simply no way a few hundred safety researchers at closed labs can catch every flaw; open source is how software has always been made secure. It's also why he wants America to lead in open models again. So how close is America to catching up to the Chinese open source leaders? Watch this brand new TWiST and find out. Guests: Misha Laskin on X: https://x.com/MishaLaskin Reflection AI: https://reflection.ai/ Relevant Links: Introducing Beam, Reflection's first open model (Reflection AI) → https://reflection.ai/blog/introducing-beam Reflection AI unveils Beam as an open answer to Chinese labs (Semafor) → https://www.semafor.com/article/10/05/2026/reflection-ai-unveils-an-open-source-answer-to-chinese-labs Cursor's Composer 2 coding model, built on an open model (VentureBeat) → https://venturebeat.com/technology/cursors-new-coding-model-composer-2-is-here-it-beats-claude-opus-4-6-but micro1 passes $1 billion annual run rate, mentioned by Jason → https://www.einnews.com/pr_news/949082966/micro1-end-of-q3-update Hackers heat French supermarket fridges, sparking fires and spoiling food (CNN) → https://www.cnn.com/2026/10/12/europe/france-supermarket-cyberattack-fridges-intl Hugging Face postmortem on the OpenAI agent that broke out of its sandbox → https://huggingface.co/blog/agent-intrusion-technical-timeline NVIDIA OpenShell, an open-source sandbox for AI agents → https://docs.nvidia.com/openshell/latest/about/overview.html Timestamps: 00:00:00 Why companies are switching from renting AI to owning it 00:09:10 How Reflection sells the whole AI stack 00:10:24 Paper is the legal backbone for thousands of startup founders and fund managers - including Launch. Use getpaper.ai/twist to get your cap table free for a year - or two years if you're leaving Carta. 00:11:28 Who is moving AI onto their own servers 00:14:37 What it took to train Beam 00:20:26 Superhuman Go is an AI chat that's always there when you need it, already aware of what you're doing, and doesn't ask you to start from zero. Sign up to get the best in AI at https://superhuman.com/ 00:21:29 How reinforcement learning tasks get built 00:26:41 Hackers heat French supermarket fridges 00:29:07 The AI that broke out of its sandbox to cheat 00:31:05 The all-in-one business platform. Your first app is free! Get started today at https://Odoo.com/twist 00:33:10 Why open source makes software safer 00:38:13 The encryption fight and Tim Cook's stand 00:42:53 Why China raced ahead in open models 00:47:35 How Beam stacks up against Chinese models 00:50:21 When American open models catch up 00:58:39 Staying independent Subscribe to our newsletters on Substack: TWiST: https://twistartups.substack.com/ TWiAI: https://www.thisweekinai.ai/ TWiVC: https://thisweekinvc.substack.com/ Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp Follow Jason: X: https://twitter.com/Jason LinkedIn: https://www.linkedin.com/in/jasoncalacanis Check out all our partner offers: https://partners.launch.co/ Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland Follow TWiST: Twitter: https://twitter.com/TWiStartups YouTube: https://www.youtube.com/thisweekin Instagram: https://www.instagram.com/thisweekinstartups TikTok: https://www.tiktok.com/@thisweekinstartups Substack: https://twistartups.substack.com

  8. Oct 12

    The Gadget That's Better in Crowds Than Your Phone + Ring’s Founder Before Amazon Bought It | E2349

    This Week In Startups is made possible by: Plaud: https://plaud.ai/twist Northwest Registered Agent: https://www.northwestregisteredagent.com/twistdomain NetSuite: https://netsuite.ai/twist The Conservation Fund: https://conservationfund.org Today’s show: At packed concerts, festivals, and stadiums, your phone gets WORSE with every person who shows up. Totem gets better. Carter Fowler of Totem joins Alex to explain how his screen-free compass points you straight to your friends without relying on cell towers. Find out why Carter says Apple will never ship this in an iPhone, and why kids, ski patrols, and blind users have become some of his most loyal fans. PLUS, Lon and Alex dig into the archives for Jason's 2017 CES interview with Ring founder Jamie Siminoff, a year before Amazon bought the company. Jamie explains how a doorbell he couldn't hear in his garage became Ring, and why a strong mission is "cheating" when it comes to keeping a team focused. Then he tells Jason he wants to take Ring public, not sell it. Ironic because about a year later, Amazon bought it. And get ready for some hot takes on neighborhood license-plate cameras, years before the anti-Flock backlash. Guests: Carter Fowler on X: https://x.com/Carter_S_Fowler Totem: https://totemlabs.com Jamie Siminoff on X: https://x.com/JamieSiminoff Ring: https://ring.com Relevant Links: Totem Compass, the offline friend-finding compass → https://totemlabs.com Totem closes its $1.3M pre-seed round (Business Wire) → https://www.businesswire.com/news/home/20250212385814/en/Totem-Closes-%241.3M-in-Pre-Seed-Funding-to-Scale-Operations-for-Explosive-Demand Totem's community crowdfunding round → https://wefunder.com/totemlabs Totem's record Lost Lands deployment last year (Business Wire) → https://www.businesswire.com/news/home/20251009622355/en The Innovator's Dilemma by Clayton Christensen, mentioned by Alex → https://www.amazon.com/dp/1633691780 Original TWiST Interview with Jamie from 2017 — https://www.youtube.com/watch?v=puP_D3k7vVI Amazon officially closes its Ring acquisition in 2018 (TechCrunch) → https://techcrunch.com/2018/04/12/amazon-officially-owns-ring-so-lets-talk-product-integration/ Ring calls off its Flock Safety partnership after the Super Bowl ad backlash (Engadget) → https://engadget.com/home/ring-calls-off-partnership-with-police-surveillance-provider-flock-safety-031717605.html Flock Safety plans to cut about 18% of its staff (Reuters via The Star) → https://www.thestar.com.my/tech/tech-news/2026/10/09/exclusive-ai-surveillance-startup-flock-safety-to-cut-several-hundred-jobs-amid-backlash-sources-say Timestamps: 00:00:00 Totem, an offline compass for finding friends at festivals 00:00:31 Plaud: If your work depends on conversations - interviews, meetings, calls - you need a Plaud NotePin S. You can check it out at https://Plaud.ai/twist and use code TWIST for 10% off! 00:04:27 Why phones fail in big crowds 00:06:42 How more devices make the mesh network stronger 00:09:07 Why Totem beats phone GPS in a crowd 00:11:40 Got a new business idea? Northwest Registered Agent helps you bring it to life. Get a free domain, email, phone number, and more - with no purchase required! - Learn more at https://www.northwestregisteredagent.com/twistdomain 00:13:34 Why Apple won't build this into the iPhone 00:18:10 Raising money for hardware in an AI world 00:22:10 NetSuite: For the first time ever, you can try NetSuite Next for free. If your revenues are at least in the seven figures, go to https://netsuite.ai/twist 00:23:08 Turning crowd movement into a predictive model 00:28:04 Rentals, kids and accessibility use cases 00:32:22 The Conservation Fund: Find out more about how The Conservation Fund is protecting land, wildlife, and our shared access to the great outdoors while also providing economic opportunities. Visit https://conservationfund.org. 00:35:47 Mesh networks on the front lines in Ukraine 00:38:01 Flashback to Jason and Ring's Jamie Siminoff at CES 2017 00:41:44 Roasting Jamie's earlier startups 00:48:26 How a doorbell in the garage became Ring 00:53:34 Why you should always bet on your friends 01:02:21 Why a strong mission is cheating 01:07:45 Selling to Amazon versus going public 01:12:09 License plate readers and the Flock backlash Subscribe to our newsletters on Substack: TWiST: https://twistartups.substack.com/ TWiAI: https://www.thisweekinai.ai/ TWiVC: https://thisweekinvc.substack.com/ Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp Follow Lon: X: https://x.com/lons Follow Jason: X: https://twitter.com/Jason LinkedIn: https://www.linkedin.com/in/jasoncalacanis Check out all our partner offers: https://partners.launch.co/ Follow TWiST: Twitter: https://twitter.com/TWiStartups YouTube: https://www.youtube.com/thisweekin Instagram: https://www.instagram.com/thisweekinstartups TikTok: https://www.tiktok.com/@thisweekinstartups Substack: https://twistartups.substack.com

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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.

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  • Creator
    Jason Calacanis
  • Years Active
    2009 - 2026
  • Episodes
    1.5K
  • Rating
    Explicit
  • Copyright
    © Jason Calacanis
  • Show Website
    This Week in Startups

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