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

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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

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