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Michael Burry Shorts NVIDIA and Palantir & Has Defensibility Died in a World of AI?

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. 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. ----------------------------------------------- Timestamps: 00:00 Intro 01:06 Sequoia's Leadership Transition 07:31 Michael Burry's Big Short on Nvidia and Palantir 14:38 Gamma Raises $100M at a $2BN Valuation 28:39 Does Defensibility Exist Today When Copying is Easy 40:09 Should All Funds Be Way More Diversified 50:02 How to Run a Fundraising Process & What Not To Do 01:00:47 Datadog Surges 20% and Duolingo Crashes: What Happened ---------------------------------------------------------------------------------------------- Subscribe on Spotify: https://open.spotify.com/show/3j2KMcZ... Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast... Follow Harry Stebbings on X: https://x.com/harrystebbings Follow Jason Lemkin on X: https://x.com/jasonlk Follow Rory O’Driscoll on X: https://x.com/rodriscoll Follow 20VC on Instagram: https://www.instagram.com/20vchq Follow 20VC on TikTok: https://www.tiktok.com/@20vc_tok Visit our Website: https://www.20vc.com Subscribe to our Newsletter: https://www.thetwentyminutevc.com/con... ----------------------------------------------- #20vc #harrystebbings #roryodriscoll #jasonlemkin #sequoia #ai #vc #michaelbury #bigshort #palantir #gamma

Jason LemkinguestRory O’DriscollguestHarry Stebbingshost
Nov 13, 20251h 17mWatch on YouTube ↗

CHAPTERS

  1. AI tools are becoming teammates, not just productivity add-ons

    The conversation opens with a key theme: AI creates step-change value only when it operates like a real member of the team, not as “VC talk” tooling. They set the stage for why revenue impact and competitive dynamics feel fundamentally different in the agent era.

  2. Sequoia’s leadership transition and what it signals about the AI era

    The group interprets Sequoia’s steward change as a symptom of how brutally competitive venture has become in AI. They debate whether the shift reflects internal dissatisfaction, missed AI deals, and the need for faster adaptation.

  3. Partnership dynamics: “manager of managers” and misaligned economics

    They dig into why large partnerships can become structurally precarious: leadership becomes removed from investing, and incentives are difficult to align. Performance, carry, and decision-making can create friction that worsens in turbulent markets.

  4. Michael Burry’s NVIDIA & Palantir short: the brutal math of being early

    Rory walks through the mechanics of Burry’s options bet to show how hard it is to profit from an AI CapEx correction. Even if you believe a downturn is inevitable, timing and option pricing make the trade extremely unforgiving.

  5. Is the AI boom already proving out? Revenues, demand, and CapEx uncertainty

    Harry challenges the skepticism: OpenAI and Anthropic growth suggests revenue is already materializing. They agree demand is real today, while the debate shifts to second-order questions—how much growth is being over-extrapolated and how far CapEx can run.

  6. Gamma’s $100M raise at ~$2.1B: TAM expansion and “AI collateral” in practice

    They use Gamma as a concrete example of AI-driven monetization and workflow transformation. Jason explains how Gamma dynamically generates sponsor collateral using CRM/marketing data, effectively creating spend where Google Slides used to be “free.”

  7. Agents crossing the line: Replit as ‘part of the team’ and the 2026 shift

    Jason argues the biggest inflection is autonomy: agents that remember context, execute multi-step tasks, and require “check-ins” like humans. They contrast the Copilot era (tools) with the emerging agent era (teammates) and why this unlocks major revenue.

  8. Has defensibility died? Cloning speed, unstable moats, and what to bet on at seed

    They debate whether defensibility still matters when high-quality clones can appear in weeks—even from incumbents. The group lands on a pragmatic view: early-stage moats are weaker; later-stage scale, distribution, and depth of product sophistication matter more.

  9. When do winners become visible? The A-to-B-to-C ‘probability narrowing’ debate

    Rory argues that by B, the competitive set narrows and investors can form stronger hypotheses about leaders; Harry pushes back that platform incumbents and adjacent entrants keep probabilities wide. They explore whether later rounds truly reduce risk or merely reprice it.

  10. Should funds be far more diversified now? Portfolio math vs ownership reality

    With higher variance and faster shifts, they examine whether venture portfolios need more shots on goal. Jason emphasizes basic fund math, check sizes, and the human cost of running ultra-high-volume strategies; Harry notes outcome-size expansion can justify lower ownership.

  11. How to run fundraising: processes, term sheets, and ‘the best process doesn’t feel like one’

    They give founder-facing advice on fundraising mechanics: when to run a formal process, when to accept a strong bid, and how to avoid accidental one-off data sharing. The ideal is relationship-building that creates readiness and urgency without a heavy data-room theater.

  12. Public market reactions: Datadog’s AI tailwinds vs Duolingo’s AI skepticism

    They contrast Datadog’s surge—benefiting from AI/compute adjacency—with Duolingo’s drop, framed as valuation reset and the market demanding more than ‘AI features.’ The key takeaway: markets reward either selling into AI spend, replacing humans, or truly displacing incumbents.

  13. Venture outliers and capital efficiency: Hummingbird, ownership, and MOIC vs AUM

    They close by praising Hummingbird’s standout return profile and discuss how such outcomes happen: capital efficiency, follow-on strategy, and accepting dilution to maximize multiples. The discussion highlights the trade-off between running small high-MOIC funds versus large ownership-focused platforms.

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