20VC: Atlassian CEO on 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 with Mike Cannon-Brookes

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.

AGENDA:

03:00 Do AI Agents Turn Traditional Software Into Just Databases?

16:00 Will Enterprises Ever Trust Chinese AI Models?

20:00 Is Building Your Own AI Model a Losing Bet?

24:00 Can AI Startups Survive When They Finally Have to Care About Costs?

30:00 What Happens When AI Gets Cheaper Than Anyone Expects?

35:00 Is Company Context the Real Moat in Enterprise AI?

41:00 What Happens When OpenAI and Anthropic Come for Your Customers?

44:00 Why Are Young Founders Cashing Out More Than Ever?

49:00 What Does Nobody Tell You About Getting Rich?