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Anthropic Raises $13BN & OpenAI Buys Statsig for $1.1BN All Stock

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](http://bill.com/) (BILL), Box (BOX), DocuSign (DOCU), and WalkMe (WKME), among others. Cliff Obrecht is the co-founder and COO of Canva, the visual-communication platform he built with Melanie Perkins and Cameron Adams, where he leads operations, monetization, and growth. He helped scale Canva from Fusion Books into a global, product-led business driving acquisitions like Pexels, Pixabay, and Flourish and champions its philanthropy through the Canva Foundation. ----------------------------------------------- In Today’s Episode We Discuss: 00:00 Intro 01:03 Anthropic Raises $13BN: The Analysis? 16:58 Is Zuck’s $14BN Scale bet the biggest blunder in AI? 25:37 Lovable Raising at $4BN and Vercel at $9BN: Justified or Madness? 35:53 Quarterly Results for Snowflake, Mongo, Okta, Zoom Skyrocket: Is B2B SaaS back from the dead? 48:38 Is Jensen Huang right there will be $4TRN in AI gains? 50:01 Will AI wipe out SaaS margins with 10% GPU taxes? Or is Notion the exception? 01:06:35 The VC Regret Pathway ---------------------------------------------------------------------------------------------- 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 Cliff Obrecht on X: / cliffobrecht 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 #cliffobrecht #canva #zuckerberg #anthropic #saas #ai #salesforce #jensenhuang

Rory O’DriscollguestCliff ObrechtguestHarry Stebbingshost
Sep 4, 20251h 14mWatch on YouTube ↗

Episode Details

EPISODE INFO

Released
September 4, 2025
Duration
1h 14m
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](http://bill.com/) (BILL), Box (BOX), DocuSign (DOCU), and WalkMe (WKME), among others. Cliff Obrecht is the co-founder and COO of Canva, the visual-communication platform he built with Melanie Perkins and Cameron Adams, where he leads operations, monetization, and growth. He helped scale Canva from Fusion Books into a global, product-led business driving acquisitions like Pexels, Pixabay, and Flourish and champions its philanthropy through the Canva Foundation. ----------------------------------------------- In Today’s Episode We Discuss: 00:00 Intro 01:03 Anthropic Raises $13BN: The Analysis? 16:58 Is Zuck’s $14BN Scale bet the biggest blunder in AI? 25:37 Lovable Raising at $4BN and Vercel at $9BN: Justified or Madness? 35:53 Quarterly Results for Snowflake, Mongo, Okta, Zoom Skyrocket: Is B2B SaaS back from the dead? 48:38 Is Jensen Huang right there will be $4TRN in AI gains? 50:01 Will AI wipe out SaaS margins with 10% GPU taxes? Or is Notion the exception? 01:06:35 The VC Regret Pathway ---------------------------------------------------------------------------------------------- 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 Cliff Obrecht on X: / cliffobrecht 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 #cliffobrecht #canva #zuckerberg #anthropic #saas #ai #salesforce #jensenhuang

SPEAKERS

  • Rory O’Driscoll

    guest

    Venture capitalist and investor focused on SaaS and technology businesses.

  • Cliff Obrecht

    guest

    Co-founder and COO of Canva.

  • Harry Stebbings

    host

    Founder and host of 20VC (The Twenty Minute VC).

EPISODE SUMMARY

In this episode of The Twenty Minute VC, featuring Rory O’Driscoll and Cliff Obrecht, Anthropic Raises $13BN & OpenAI Buys Statsig for $1.1BN All Stock explores aI mega-rounds, SaaS rebound, and the new economics of compute Anthropic’s reported growth makes its $13B raise at ~$183B post look less irrational if forward revenue expansion persists, turning a seemingly huge price into a plausible forward multiple bet.

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