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20VC

Startups and entrepreneurship 225,000 subscribers

Instinct Worth 30BN? | Microsoft Cuts 27,000 Jobs While Meta Taps Equity Markets for $95B CapEx

29.10.2026 23,345 views
Published: 29.10.2026 Category: Startups and entrepreneurship Views: 23,345

Episode details

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 00:49 Anthropic Files S1 02:18 Why Anthropic May Still Be Underestimated 04:49 The Scariest Metric in Anthropic’s S1 07:14 Is AI Debt Financing Starting to Break? 08:04 Why Equity Markets Could Keep the AI Spending Boom Alive 09:54 Will Anthropic Have a Monster IPO? 11:17 What OpenAI Should Learn From Anthropic’s S1 13:03 Microsoft Offers Buyouts to 27% of Employees 16:33 Why AI CapEx Could Drive Even More Layoffs in 2027 17:43 Cloudflare’s 20% Layoff: The New Playbook for CEOs? 19:27 Meta Taps Equity Markets for a $95BN CapEx Spending Spree 21:59 Are Chinese Open-Weight Models Finished in the US? 24:48 What Happens to Modal, Fireworks and OpenRouter if Chinese Models Decline? 33:14 Could OpenRouter’s Boom Be Just a Moment in Time? 35:03 “Black October”: Why AI Could Expose Every Software Vulnerability 37:32 Instinct at $30BN 40:07 Could Instinct Become the Super App of the West? 45:10 Why Investors Are Throwing Money at Proven AI Executives 46:55 Put 20% of the Fund Into OpenAI at $1.25TRN? 51:21 WarHounds at $1.5BN 55:10 Why Mega-Funds Are Raising Bigger and Coming Back Faster 57:20 Zuckerberg vs California: How Much Does a Billionaire Tax Really Matter? ---------------------------------------------------------------------------------------------- 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…

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