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Elon Musk vs Sam Altman | The Implosion of Thinking Machines | Can VC Survive Public Pricing?

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 00:48 Can VC Survive With Public Market Prices Today 14:01 The Implosion of Thinking Machines 24:32 Elon Musk vs. OpenAI: The Legal Battle 43:25 Can OpenAI Win Ads? 01:01:42 ClickHouse's $15BN Deal: Analysed 01:11:58 Replit's $9BN Deal: Analysed ---------------------------------------------------------------------------------------------- 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 #elonmusk #openai #samaltman #clickhouse #replit #thinkingmachines

Jason LemkinguestRory O’DriscollguestHarry Stebbingshost
Jan 22, 20261h 23mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

Venture returns, AI talent churn, OpenAI lawsuit, and monetization shifts today

  1. Public market multiples are bifurcating: ex-growth software is punished while perceived high-growth/AI winners still command extreme revenue multiples, reinforcing venture’s dependence on “hot” categories.
  2. Figma’s post-IPO reset is used to illustrate valuation-risk and ownership math pressure in modern venture, where investors often buy smaller stakes at higher prices and must wait longer for fundamentals to catch up.
  3. Thinking Machines’ team departures are framed as a “seed-round failure with extra commas,” where founder/team incompatibility and AI-talent mobility can rapidly break the core thesis despite massive funding.
  4. The Musk vs. OpenAI/Altman lawsuit is analyzed as asymmetric warfare: even if Elon loses legally, discovery and distraction impose real costs and financing overhang on OpenAI.
  5. OpenAI ads are debated as an inevitable monetization path where LLMs may become the dominant product-discovery surface, potentially pulling meaningful ad dollars from Google while spawning a new “answer engine optimization” ecosystem.

IDEAS WORTH REMEMBERING

5 ideas

Public markets are sorting software by growth, not declaring tech “dead.”

They argue slow-growth companies get compressed multiples while high-growth or on-trend names can still trade at extreme forward-sales multiples, which keeps venture viable if it stays in the “hot” category.

Figma’s reset spotlights valuation-risk more than business-quality risk.

At ~10x forward sales and ~30%+ growth, they call Figma still “awesome,” but investors who paid peak private prices face the long, flat journey from revenue-multiple narratives to cash-flow anchoring.

Modern venture stress comes from smaller ownership at higher entry prices.

Lemkin’s point is that if you can’t buy 15–20% early anymore, the same outcome produces weaker fund returns; this makes “merely good” SaaS outcomes (e.g., $1B exits) less financeable for venture.

Mid-stage SaaS founders should assume capital isn’t cheap and adapt operations.

If you’re at $50–75M ARR with 50–100% growth but not AI-native, they recommend running for profitability/independence, then attaching to AI tailwinds to re-energize growth or defensibility.

Thinking Machines is treated like a seed-stage team blow-up despite the valuation.

They characterize the departures as classic seed failure mode (founder incompatibility) and suggest investors may prefer an early unwind/redemption rather than a long rebuild, preserving IRR via quick recycling of capital.

WORDS WORTH SAVING

5 quotes

In some ways I feel like venture and tech is a bit of a scam. And what I mean by that is that we are attem- our job is to convert very high revenue multiples into cash almost unnaturally, through M&A, through, through public offerings, when they haven't earned it in free cash flow.

Jason Lemkin

It's a long journey from the hope and the sizzle of a revenue, a forward revenue multiple and a high growth rate to the steady anchor of, you know, 12 times free cash flow.

Rory O’Driscoll

This is a seed round. And why Combinator do this thing is that the number one cause of failure at the seed stage is, you know, founder incompatibility. And this is just seed rounds with extra commas.

Rory O’Driscoll

There's no excuse. They all, we all use the same LLMs. There is no excuse for you to not have an agent as good as the, as the new kids. There's no, there's... I honestly don't think there's any excuse.

Jason Lemkin

The best researchers in AI, the best, the ones you need to win- ... they only wanna work what they wanna work on. ... You don't get to decide what they do.

Jason Lemkin

Public vs private market pricing and revenue multiplesOwnership dilution and venture fund mathValuation risk vs execution riskAI talent markets and retention dynamicsThinking Machines team break-up and downside protection termsMusk vs OpenAI litigation, discovery, and fundraising overhangLLM ads, discovery intent, and “answer engine optimization” (AEO/GEO)Late-stage “competitive investing” and multi-stage firm behaviorClickHouse valuation and OLAP category sizingReplit’s product leap via agents and growth persistence

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