Breaking down Nvidia's Hugging Face and Poolside bets | E2331

More from This Week in Startups

1. 

   3 Sep 2026 · 18 min

   Becki DeGraw on spinouts, IP licensing & clean exits | Wilson Sonsini Startup Legal Basics

   This Week In Startups is made possible by: Wilson Sonsini Today's show: Spinouts are everywhere right now, and most founders get the cap table wrong. Jason sits down with Becki DeGraw, partner at Wilson Sonsini, to break down how to do it right, starting with his 80/20 rule for splitting the new cap table and why letting the old company keep too much of it kills your ability to raise. Becki also covers the legal side: who owns the IP, non-competes between the two companies, and the trap founders fall into when they're still on the old board. PLUS, the one question every Series A investor…

2. 

   E2333 · 2 Sep 2026 · 1 hr 20 min

   VC experts on why Physical AI funding is heating up | E2333

   VC experts on why Physical AI funding is heating up | E2333 This Week In Startups is made possible by: partner 1 - link partner 2 - link partner 3 - link Today's show: Are we one step closer to data centers in space? Katelin Holloway of Seven Seven Six and Paige Doherty of Behind Genius Ventures break it down what it would take. Plus investor interest is surging in Physical AI companies. Paige explains why she backs applications of physical AI over general-purpose robotics, and how her thesis on multimodal AI led to the largest check she's ever written. We then dive into the Pentagon's…

3. 

   E2332 · 31 Aug 2026 · 1 hr 7 min

   Are AI Agents forming "civilizations" or is this just a psy op? | 2332

   This Week In Startups is made possible by: Northwest Registered Agent https://northwestregisteredagent.com/twistdomain CLA https://claconnect.com/withyou Rippling https://Rippling.ai/twist Today's show: Hugging Face's $399 Microduck and the art of companies taking on side quests. Then, we get into Dwarkesh Patel's "The Rise and Fall of Agent Civilizations," which blew up online this weekend. Jason calls the "secret AI civilization" framing deliberate PR, and thinks it's inflammatory enough that someone might attack a data center over it. Then, Anders Forslund of Heart Aerospace shows off the…

4. 

   E2330 · 26 Aug 2026 · 1 hr 31 min

   Bill Gates foresees massive AI job loss: these VCs disagree | E2330

   This Week In Startups is made possible by: Lightfield https://lightfield.app Northwest Registered Agent https://www.northwestregisteredagent.com/twistdomain Rippling https://Rippling.ai/twist Today's show: *Bill Gates dropped a 6,000 word warning: AI will be "the greatest equalizer ever invented, or the worst sort of injustice." The Microsoft icon has an AI agenda for the US: new national institutions, AI use taxes, and jobs legally reserved for humans only. Our VC roundtable guests — Sheel Mohnot (Better Tomorrow Ventures), Dave McClure (Practical Venture Capital), and Hussein Kanji — push…

5. 

   25 Aug 2026 · 25 min

   You Can't Fire a VC From Your Board: Here's Why | Wilson Sonsini Startup Legal Basics

   Today's show: Can a founder actually fire a board member? Short answer: almost never. And the reason why may surprise a lot of founders. On this edition of Legal Basics, Wilson Sonsini partner Becki DeGraw joins Jason for a deep dive into who really controls your board, when investors start earning seats, and the differences between a board member and a board observer. Check out an episode that might just save your cab table someday. PLUS they walk through the full lifecycle of your startup's board, exploring what it actually controls, when founders should start adding their own board…

6. 

   E2329 · 25 Aug 2026 · 1 hr 20 min

   China wants you to cheer for the robots taking your job | E2329

   This Week In Startups is made possible by: Odoo https://Odoo.com/twist Quo https://quo.com/TWiST Conservation Fund https://conservationfund.org how old a movie has to be for me to be able to show a part of it on youtube Generally 10 seconds or less of a film clip can fall under fair use for commentary or criticism — which is how most podcasts and talk shows use clips without issue. But there's no hard legal rule based on age. What actually matters more than age is fair use, which considers: Purpose — commentary, criticism, education = stronger fair use case Amount used — shorter = safer; a…

7. 

   8 Oct 2026 · 1 hr 19 minNew

   What VCs Really Think About Personal AI Agents | E2347

   This Week In Startups is made possible by: Plaud: http://Plaud.ai/twist Odoo: http://Odoo.com/twist Northwest Registered Agent: http://www.northwestregisteredagent.com/twistdomain Quo: https://www.quo.com/perks/twist Today’s show: A personal AI agent that’s still invite-only just hit a $10 billion valuation. Guest host Deedy Das of Menlo Ventures is joined by Kanu Gulati of Khosla Ventures, Chris Farmer of SignalFire, and Sheel Mohnot of Better Tomorrow Ventures to debate whether Instinct can beat Meta’s Muse, what they actually use their own agents for, and what breaks when everyone’s agent…

8. 

   7 Oct 2026 · 1 hr 11 minNew

   Jason Mentors The Next Generation + Why AI Is Bad at Teaching (Aristotle Interview) | E2346

   This Week In Startups is made possible by: Vanta: https://www.vanta.com/twist DigitalOcean: https://do.co/twist Sentry: http://sentry.io/twist Plaud: http://Plaud.ai/twist Today’s show: The smarter AI gets, the more it just does the work for you, and the less helpful it becomes as a tutor. Shan Reddy of Aristotle joins Jason to demo a voice-first tutor built to run a session the way a $200-an-hour human tutor would. We also dive into why frontier models are trained to hand you answers rather than build real understanding. PLUS, in Ask Jason, an incoming Fordham student (Jason’s alma mater!)…

9. 

   3 Oct 2026 · 53 min

   Inside The Startup Building Uncensored AI (Abliteration AI) | EP 2345

   This Week In Startups is made possible by: Every.io: http://every.io/ Northwest Registered Agent: https://www.northwestregisteredagent.com/twistdomain Odoo: http://Odoo.com/twist Plaud: http://Plaud.ai/twist Today’s show: What can AI do with the guardrails OFF? Devon Thomas of Abliteration.ai thinks defenders should have access to the same kinds of tools, rather than having one hand tied behind their backs. Then, on Ask Jason, learn what AI means for the billable hour from a legal-tech founder. PLUS, are AI microdramas a real ecosystem or a fad, and does AI finally make solo founders…

10. 

    1 Oct 2026 · 1 hr 18 min

    Justin Kan & Brian Chesky: The Rejections That Built Twitch and Airbnb | E2344

    This Week In Startups is made possible by: Plaud: http://Plaud.ai/twist CLA: https://claconnect.com/tech Sentry: http://sentry.io/twist Lightfield: http://sentry.io/twist Today’s show: Google once interviewed the entire Justin.tv (now Twitch) team and then walked away from an acquisition deal, saying they weren’t good enough. Seven investors passed on buying 10% of Airbnb for $150,000, a stake pegged at roughly $9.25 billion today. Lon Harris and Alex Wilhelm revisit classic TWiST interviews with Justin Kan of Twitch and Brian Chesky of Airbnb to find out what those founders understood that…

Every episode of This Week in Startups →