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Daniel Gross and Nat Friedman: Acquired by Meta | Microsoft Layoff 9000 People | OpenAI's Bombshell

Rory O’Driscoll is a General Partner @ Scale where he has led investments in category leaders such as Bill.com (BILL), Box (BOX), DocuSign (DOCU), and WalkMe (WKME), among others. Jason Lemkin is one of the leading SaaS investors of the last decade with a portfolio including the likes of Algolia, Talkdesk, Owner, RevenueCat, Saleloft and more. ----------------------------------------------- In Today’s Episode We Discuss: 00:00 Intro 01:08 Daniel Gross & Nat Friedman: Why Two Legendary VCs Walked Away From $1B to Join Meta 08:07 Meta’s AI Talent Magnet: Will It Actually Work? 15:38 Cursor Is Breaking the Market: Can Anyone Compete? 18:58 OpenAI’s SBC Bombshell: More Stock Comp Than Revenue 23:40 CoreWeave’s Power Play: Buying Their Landlords 27:50 Is Circle Next to Go Shopping with Meme Equity? 30:25 PE Is Back: The Olo Take-Private Explained 37:02 Why Triple, Triple, Double, Double Is No Longer Sexy 47:47 QSBS Hack: The Billionaire’s Tax Loophole You’re Missing 53:02 Microsoft’s AI Layoffs: Salespeople Are Dead, Long Live Engineers 55:54 “If You Need a Week to Learn AI, You Should Be Fired” 59:06 Kalshi Quick-Fire Round ---------------------------------------------------------------------------------------------- Subscribe on Spotify: https://open.spotify.com/show/3j2KMcZ... Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast... Follow Harry Stebbings on X: / harrystebbings Follow Jason Lemkin on X: / jasonlk Follow Rory O’Driscoll on X: / rodriscoll Follow 20VC on Instagram: / 20vchq Follow 20VC on TikTok: / 20vc_tok Visit our Website: https://www.20vc.com Subscribe to our Newsletter: https://www.thetwentyminutevc.com/con... ----------------------------------------------- #20vc #harrystebbings #roryodriscoll #jasonlemkin #ai #meta #openai #shaunmaguire

Jason LemkinguestRory O’DriscollguestHarry Stebbingshost
Jul 10, 20251h 12mWatch on YouTube ↗

CHAPTERS

  1. 1:08 – 8:07

    Daniel Gross & Nat Friedman: Why Two Legendary VCs Walked Away From $1B to Join Meta

  2. 8:07 – 15:38

    Meta’s AI Talent Magnet: Will It Actually Work?

  3. 15:38 – 18:58

    Cursor Is Breaking the Market: Can Anyone Compete?

  4. 18:58 – 23:40

    OpenAI’s SBC Bombshell: More Stock Comp Than Revenue

  5. 23:40 – 27:50

    CoreWeave’s Power Play: Buying Their Landlords

  6. 27:50 – 30:25

    Is Circle Next to Go Shopping with Meme Equity?

  7. 30:25 – 37:02

    PE Is Back: The Olo Take-Private Explained

  8. 37:02 – 47:47

    Why Triple, Triple, Double, Double Is No Longer Sexy

  9. 47:47 – 53:02

    QSBS Hack: The Billionaire’s Tax Loophole You’re Missing

  10. 53:02 – 55:54

    Microsoft’s AI Layoffs: Salespeople Are Dead, Long Live Engineers

  11. 55:54 – 59:06

    “If You Need a Week to Learn AI, You Should Be Fired”

  12. 59:06 – 1:12:56

    Kalshi Quick-Fire Round

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