Thrive & OpenAI Partnership, Eventbrite Acquired for $500M & Databricks Raising $5BN at $134BN Valuation: Cheap or Not?

20VC

Dec 4, 2025

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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.

In Today's Episode We Discuss:
  • Thrive and OpenAI Partnership

  • Databricks Raising $5BN at $134BN Valuation: Cheap or Not?

  • Eventbrite Acquired by Bending Spoons for $500M

  • Pagerduty's $1BN Market Cap, Just 2x Revenue

  • The TAM Trap: Why SaaS Is Like Japan

  • Lessons from Companies Hitting $100M ARR

  • The Future of Labour Markets is F******

  • The Importance of Compounding in Investments

  • The Relevance Game in Venture Capital

  • Supabase at $5BN or Lovable at $6BN: Which One?

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© 2024 20VC. All rights reserved.

© 2024 20VC. All rights reserved.

© 2024 20VC. All rights reserved.