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Anthropic Raises $30BN at $900BN Price | SpaceX Files S1: How Does it Trade | Cerebras Smashes Day 1

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 01:19 Anthropic Eyes $900B Valuation & Andrej Karpathy's Shock Move 05:40 Unpacking Anthropic's $30 Billion War Chest 08:37 The True Cost of AI Tokens 23:12 Public Tech Rebound: Figma & Datadog Crush Expectations 27:26 The Death of Traditional Web Builders? The Decline of Wix & Squarespace 38:50 Compute Starvation: Is the Semiconductor & Hardware Boom Sustainable? 48:27 Cerebras IPO Smashes Day One 52:03 SpaceX Sets Date For the Largest IPO in History 01:02:30 YCombinator's Mic Drop Deal & The Drama Behind Elon Musk's OpenAI Lawsuit 01:13:03 The Looming Backlash: Mass Tech Layoffs and the Politics of AI ---------------------------------------------------------------------------------------------- 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 #andrejkarpathy #elonmusklawsuit #openai #layoffs

Rory O’DriscollguestHarry StebbingshostJason Lemkinguest
May 21, 20261h 27mWatch on YouTube ↗

Episode Details

EPISODE INFO

Released
May 21, 2026
Duration
1h 27m
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 01:19 Anthropic Eyes $900B Valuation & Andrej Karpathy's Shock Move 05:40 Unpacking Anthropic's $30 Billion War Chest 08:37 The True Cost of AI Tokens 23:12 Public Tech Rebound: Figma & Datadog Crush Expectations 27:26 The Death of Traditional Web Builders? The Decline of Wix & Squarespace 38:50 Compute Starvation: Is the Semiconductor & Hardware Boom Sustainable? 48:27 Cerebras IPO Smashes Day One 52:03 SpaceX Sets Date For the Largest IPO in History 01:02:30 YCombinator's Mic Drop Deal & The Drama Behind Elon Musk's OpenAI Lawsuit 01:13:03 The Looming Backlash: Mass Tech Layoffs and the Politics of AI ---------------------------------------------------------------------------------------------- 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 #andrejkarpathy #elonmusklawsuit #openai #layoffs

SPEAKERS

  • Rory O’Driscoll

    guest

    Venture capital investor and board member focused on SaaS and public/private market valuation frameworks.

  • Harry Stebbings

    host

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

  • Jason Lemkin

    guest

    Founder of SaaStr and a longtime SaaS investor/operator.

EPISODE SUMMARY

In this episode of The Twenty Minute VC, featuring Rory O’Driscoll and Harry Stebbings, Anthropic Raises $30BN at $900BN Price | SpaceX Files S1: How Does it Trade | Cerebras Smashes Day 1 explores aI mega-rounds, token economics, IPO frenzy, and looming backlash risks Anthropic’s rumored $30B raise at a ~$900B valuation is framed as an unusually attractive late-stage “post-IPO-like” risk profile where the main risk is valuation rather than survival or liquidity.

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