Mike Cannon-Brookes: Why Agents Won't Replace Interfaces | Why Enterprises Won't Trust Chinese Models | Why The Jury Is Still Out On The Benefits of Specialised Models

20VC

Oct 12, 2026

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Mike Cannon-Brookes is the Co-Founder and CEO of Atlassian, the company behind Jira, Confluence, Trello and Loom. Atlassian generated $6.5BN in ARR in 2026, and serves more than 350,000 customers, including over 85% of the Fortune 500. Today, Mike is leading its expansion into enterprise AI through Rovo and the Teamwork Graph, connecting company knowledge with AI agents.

In Today's Show:
  • Do AI Agents Turn Traditional Software Into Just Databases?

  • Will Enterprises Ever Trust Chinese AI Models?

  • Is Building Your Own AI Model a Losing Bet?

  • Can AI Startups Survive When They Finally Have to Care About Costs?

  • What Happens When AI Gets Cheaper Than Anyone Expects?

  • Is Company Context the Real Moat in Enterprise AI?

  • What Happens When OpenAI and Anthropic Come for Your Customers?

  • Why Are Young Founders Cashing Out More Than Ever?

  • What Does Nobody Tell You About Getting Rich?

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© 2024 20VC. All rights reserved.

© 2024 20VC. All rights reserved.