The Twenty Minute VCThrive Raises New $10B Fund | OpenAI Buys OpenClaw | Stripe at $140B: Is Adyen Wildly Undervalued?
Episode Details
EPISODE INFO
- Released
- February 19, 2026
- Duration
- 1h 37m
- 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 00:42 Anthropic's $30B Raise at $380B 05:53 Why SaaS Stocks Keep Getting Crushed 20:53 Wall Street's New Religion: AI Replaces Headcount 22:21 The Bear Case for Shopify: What Could Go Wrong? 33:13 Replit & Lovable are Proof Figma Missed Out: Figma; Buy or Sell? 50:27 Stripe Raises at $140BN: Is Stripe Wildly Overvalued or Adyen Undervalued? 56:51 OpenAI Buys OpenClaw 01:09:56 Thrive's $10B Growth Fund 01:12:46 Arif Janmohamed Leaves Lightspeed for New Firm 01:17:26 Workday's Founder Returns as CEO: Will it Work? 01:25:15 Which Founder Returns Next: HubSpot, Twilio, Gitlab? 01:28:58 Is Monday.com a Screaming Buy? 01:33:43 Jason and Harry Bet $200,000 ---------------------------------------------------------------------------------------------- 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 #ai #anthropic #stripe #thrive #openai #saas #openclaw
SPEAKERS
Rory O’Driscoll
guestVenture capitalist and investor focused on technology and software companies.
Harry Stebbings
hostFounder and host of the 20VC podcast and a venture capitalist.
Jason Lemkin
guestSaaS founder/investor and creator of SaaStr, focused on scaling software businesses.
EPISODE SUMMARY
In this episode of The Twenty Minute VC, featuring Rory O’Driscoll and Harry Stebbings, Thrive Raises New $10B Fund | OpenAI Buys OpenClaw | Stripe at $140B: Is Adyen Wildly Undervalued? explores aI frenzy reshapes venture and public SaaS valuations dramatically today Anthropic’s $30B raise at a $380B post-money is framed as a momentum-driven “escape velocity” bet fueled by unprecedented multi-year 10x revenue growth but coupled with capital-intensity and compute fragility risk.
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