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The New VC Game | CoreWeave Sell-Off Creates Panic | Revenue Multiples Out of Control

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 01:01 Is Venture Broken for Great Companies Outside the AI Hype Cycle? 03:41 Why VCs Only Want Trillion-Dollar Outcomes 05:45 Why Mega-Funds Need Billion-Dollar Positions 08:07 Is Seed Investing Now Harder Than Growth Investing? 10:46 Is CoreWeave the First Crack in the AI Trade? 16:55 Anthropic’s Growth Slows: Is a $1.5TN IPO Still Cheap? 18:39 Why Anthropic’s Revenue Could Be Less Predictable Than SaaS 21:49 Why Replit Switched Its Default Model From Claude to OpenAI 25:29 Does Claude Code Review Threaten Coding Startups? 28:47 Why Code Review Could Be Bigger Than Code Generation 31:34 Modal Hits a $15.75BN Valuation as Inference Explodes 35:31 Investment Committee: Town at a $1BN Valuation 38:45 Are Private AI Valuations Completely Disconnected From Public Markets? 42:41 Is Bending Spoons Becoming the Berkshire Hathaway of Software? 46:03 37signals and the Case for Never Raising Venture Capital 50:23 Will More Venture Firms Go Public? 53:39 Harvard’s 27% Return and the Coming Venture Capital Boom 55:59 Is Tesla’s New Roadster the Swan Song Before an Elon Mega-Merger? 56:54 How Elon Musk Creates the “Elon Premium” ---------------------------------------------------------------------------------------------- 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... ----------------------------------------------- Legal Disclaimer: The content of this podcast is for informational and entertainment purposes only and does not constitute financial or investment advice. Any discussion of stocks, public markets, or investment strategies reflects the personal opinions of the speakers and should not be relied upon when making investment decisions. Figures, valuations, and financial data referenced may be estimates or subject to error. Always consult a qualified financial adviser before making any investment decision. The views expressed are those of the individual speakers and do not represent the views of 20VC or its affiliates. ----------------------------------------------- #20vc #harrystebbings #roryodriscoll #jasonlemkin #coreweave #ai #venturecapital #modal #anduril #elonmusk

Jason LemkinguestHarry StebbingshostRory O’Driscollguest
Oct 22, 202659mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

Mega-funds, AI volatility, and why “build-to-prod” becomes the prize

  1. The episode argues that venture is increasingly optimized for mega-funds that require billion-dollar positions, concentrating capital into a small set of AI-adjacent ‘A-tier’ outcomes and leaving many strong profitable companies unfundable.
  2. The hosts debate whether early-stage investing has become harder than growth due to inflated seed entry prices and allocation squeeze from multi-stage funds, which limits ownership and reduces fund-level impact.
  3. They interpret CoreWeave’s sell-off as a reminder that leveraged AI infrastructure businesses are hypersensitive to any perceived slowdown in AI demand, and may behave like high-beta ‘B-tier’ assets versus NVIDIA.
  4. They assess Anthropic’s slowing growth and IPO chatter as still compatible with a massive outcome, but emphasize that LLM revenues may be less predictable than SaaS because developer loyalty is low and price competition could emerge.
  5. They highlight ‘build-to-prod’ (code review, testing, deployment, sandboxing) as a major new software bottleneck created by rapid LLM-driven code creation, and view inference vendors like Modal as evidence of exploding demand for cheaper compute pathways.

IDEAS WORTH REMEMBERING

5 ideas

Venture capital is being structurally pulled toward only trillion‑dollar narratives.

They argue that mega-funds mathematically need “billion-dollar positions,” pushing them toward a narrow set of perceived category winners (often AI) and away from merely excellent $100M–$2B outcome businesses. The result is a barbell market: a few hyperscaled bets get abundant capital while many strong, profitable companies struggle to raise.

Early-stage returns are being squeezed by high entry prices and shrinking ownership.

They contend seed has become harder to produce top-tier returns because entry prices are high (e.g., $50M–$100M “seeds”) while allocations and pro‑ratas get compressed by multi-stage funds. This combination makes it difficult for smaller early checks to “move the needle” even when companies become very large.

The AI infrastructure trade is fragile where leverage and CapEx are high.

CoreWeave’s volatility is framed as inherent to “neo-clouds” underwriting massive CapEx with heavy debt, making them hypersensitive to any perceived slowdown in AI demand. Lemkin further argues these are “B-tier” assets compared to NVIDIA—tradable, but fragile versus macro and sentiment shocks.

Foundation-model revenues may behave less like stable SaaS ARR and more like a competitive commodity market.

Anthropic’s reported growth deceleration is positioned as a narrative shock more than a collapse, but they stress that LLM revenue may be less predictable than SaaS due to rapid share shifts and potential price competition. They suggest IPO outcomes could be choppy even if absolute revenue remains huge.

Model routing is becoming a cost/quality arms race—and power users reveal the truth.

Replit switching its default model to OpenAI is interpreted as an optimization decision: similar quality at materially lower cost, not a “breakup” with Anthropic. They propose companies like Replit/Lovable act as real-time laboratories for routing decisions that reveal where model quality/price is genuinely competitive.

WORDS WORTH SAVING

5 quotes

You gotta have billion-dollar positions in everything in big boy venture today, I think. And, and I don't mean boy with a gender attribution. Big, big, big folk. You gotta have billion... It's billion-dollar positions or nothing. There's no point in investing otherwise with large funds.

— Jason Lemkin

Unless you can paint me the trillion-dollar market cap, I'm not interested.

— Harry Stebbings

When you think of the whole AI trade, these kind of neo clouds, they're always gonna be more risky than anything else in, in the system because they have, you know, they're underwriting high growth with large CapEx and lots of debt, right? So you try to thread the needle. If you grow too slowly, you don't make your c- customers happy. If you grow too quickly and demand slows even slightly, then you're screwed.

— Rory O’Driscoll

Compared to NVIDIA, we're all fucking B-tier assets. How about that?

— Rory O’Driscoll

I actually think code review is the single most important category today in software.

— Jason Lemkin

Mega-funds and billion-dollar positionsBarbell funding and venture concentrationSeed vs growth return inversionCoreWeave, debt, and AI infrastructure sensitivityAnthropic growth deceleration and IPO valuation logicLLM revenue predictability vs SaaS ARRModel routing economics (Replit default switch) and price/performance tradeoffs for developers/SMBs/enterprise prototypes)

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