Show Notes
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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://pla
More from This Week in Startups
This Week In Startups is made possible by:
This Week In Startups is made possible by:
This Week In Startups is made possible by:
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://twist
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