Atlassian's CEO Champions Bold AI, Design over Data
So @Atlassian is on a fricking tear. In the last few months they have spent $1.6BN on M&A. - DX Labs: $1BN - The Broswer Company: $610M - Cycle: Undisclosed I think @mcannonbrookes is one of the most exceptional leaders in technology. The man has scaled Atlassian to: - $5BN ARR (FY 25’) - 13,000 employees - The dude even owns several sports teams (what a hero!) Today we sit down with the most “unreasonable man” in tech for a discussion like never before. My 6 biggest takeaways below: Spotify 👉 https://t.co/YY11NsPS5p Youtube 👉 https://t.co/RgTxVpaF2n Apple Podcasts 👉 https://t.co/niZuhlM7OL Timestamps: 0:00 Intro 0:45 Lessons from 20 years as co-CEOs with Scott Farquhar 6:40 Becoming solo CEO & making bold AI-era moves 14:30 Are tech valuations insane? Mike’s investor reality check 18:20 Why design, not data, will define the AI era 26:30 The future of engineers in an AI world 46:55 How Atlassian survives by protecting creativity 51:45 Fighting the “entropy of ambition” 57:52 Quick-Fire Round
Unreasonable Men Propel Change Beyond Boundaries
" All progress depends on the unreasonable man because the unreasonable man is the one who doesn't believe in boundaries and makes changes. Sometimes for the better, sometimes for the worse. But reasonable men live within boundaries. You need unreasonable men to...
20VC Newsletter - 12th October 2025
Here are the transcripts and top takeaways from 20VC episodes released this last week.

The 2 Biggest Mistakes We Made
Snowflake's leadership admits to two strategic mistakes: dismissing the need to build a world-class data science notebook and underestimating competitors like Databricks, and deprioritizing new-customer acquisition while optimizing for an IPO. Engineering resisted expanding beyond a cloud data warehouse into...