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Meta's Muse Hits #1 | Menlo Sounds the AI Bubble Alarm | Keith Rabois vs Airwallex: Who is Right?

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 00:52 Anthropic Delays Its $2TN IPO 04:11 Can Frontier AI Companies Even Go Public? 07:16 OpenAI’s $278BN Burn Problem 09:38 Meta’s New AI Product Takes Aim at ChatGPT 13:12 AI Agents Are Finally Building Real Software 14:30 Amazon vs Shopify: Who Wins Agentic Commerce? 17:40 Why AI Agents Could Disrupt Systems of Record 22:12 Jev: The New AI Model That Is 100x Cheaper 24:34 Why AI Is About to Unbundle the LLM Stack 29:06 The Coming Explosion in AI Model Routing & Evals 31:17 How OpenAI and Anthropic Will Respond to Cheap Models 33:21 Are Traditional Seed Rounds Disappearing? 37:17 Are Bigger Venture Checks Actually Justified? 38:49 Is FOMO Driving Today’s Venture Market? 43:18 How Should VCs Invest at the Top of the Cycle? 44:10 Why “Quiet Compounders” Are Losing Their Market 45:15 Can Triple-Triple-Double-Double Still Win in Venture? 50:22 What Should LPs Back in Venture Today? 52:46 Why Being an LP Is Harder Than Ever 54:44 Factory at $5BN: Would We Invest? 57:37 Why Coding Is the Motherlode of AI 1:00:05 Why Enterprises Won’t Trust OpenAI With Their Code 1:01:38 Legal AI: Would We Invest in Harvey or Legora? 1:05:23 Crusoe at $30.9BN: Is AI Infrastructure Overpriced? 1:07:25 The Risk of Leveraged AI Data Center Bets 1:10:50 Keith Rabois vs Airwallex 1:15:56 Why Every Founder Needs an Army of Advocates ---------------------------------------------------------------------------------------------- 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 #anthropic #muse #airwallex #amazon #ai

Jason LemkinguestHarry StebbingshostRory O’Driscollguest
Sep 24, 20261h 20mWatch on YouTube ↗

Episode Details

EPISODE INFO

Released
September 24, 2026
Duration
1h 20m
Channel
The Twenty Minute VC
Watch on YouTube
▶ Open ↗

EPISODE DESCRIPTION

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 00:52 Anthropic Delays Its $2TN IPO 04:11 Can Frontier AI Companies Even Go Public? 07:16 OpenAI’s $278BN Burn Problem 09:38 Meta’s New AI Product Takes Aim at ChatGPT 13:12 AI Agents Are Finally Building Real Software 14:30 Amazon vs Shopify: Who Wins Agentic Commerce? 17:40 Why AI Agents Could Disrupt Systems of Record 22:12 Jev: The New AI Model That Is 100x Cheaper 24:34 Why AI Is About to Unbundle the LLM Stack 29:06 The Coming Explosion in AI Model Routing & Evals 31:17 How OpenAI and Anthropic Will Respond to Cheap Models 33:21 Are Traditional Seed Rounds Disappearing? 37:17 Are Bigger Venture Checks Actually Justified? 38:49 Is FOMO Driving Today’s Venture Market? 43:18 How Should VCs Invest at the Top of the Cycle? 44:10 Why “Quiet Compounders” Are Losing Their Market 45:15 Can Triple-Triple-Double-Double Still Win in Venture? 50:22 What Should LPs Back in Venture Today? 52:46 Why Being an LP Is Harder Than Ever 54:44 Factory at $5BN: Would We Invest? 57:37 Why Coding Is the Motherlode of AI 1:00:05 Why Enterprises Won’t Trust OpenAI With Their Code 1:01:38 Legal AI: Would We Invest in Harvey or Legora? 1:05:23 Crusoe at $30.9BN: Is AI Infrastructure Overpriced? 1:07:25 The Risk of Leveraged AI Data Center Bets 1:10:50 Keith Rabois vs Airwallex 1:15:56 Why Every Founder Needs an Army of Advocates ---------------------------------------------------------------------------------------------- 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 #anthropic #muse #airwallex #amazon #ai

SPEAKERS

  • Jason Lemkin

    guest

    SaaS investor and founder of SaaStr, known for SaaS operator/investing commentary and community building.

  • Harry Stebbings

    host

    Founder/host of The Twenty Minute VC (20VC) and venture investor who moderates the discussion and drives segments.

  • Rory O’Driscoll

    guest

    Venture capitalist and investing partner (known for VC/GP perspective on pricing, cycles, and AI business models).

EPISODE SUMMARY

In this episode of The Twenty Minute VC, featuring Jason Lemkin and Harry Stebbings, Meta's Muse Hits #1 | Menlo Sounds the AI Bubble Alarm | Keith Rabois vs Airwallex: Who is Right? explores aI unbundles the stack as agents reshape products and venture cycles The hosts interpret Anthropic’s IPO timing shift as primarily a tactical move to present cleaner quarterly results, while acknowledging the risk that markets could deteriorate before the new window.

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