Matthew Prince Shares Venture Capital Anecdotes From Cloudflare's Early Days
Matthew Prince of Cloudflare recounts a Sequoia partner rejecting Cloudflare over gender doubts and a meeting with Marc Andreessen and the a16z team that went poorly. He quotes a related post by Greg Isenberg describing a board pitch where a GP fell asleep.
Original post · 1 min read
1. A Sequoia partner passed on Cloudflare because he didn’t think a woman could lead a security infrastructure company. Seriously. 🙄
2. I got introduced to @pmarca. Meeting got scheduled for a Monday, which should have been a clue. I thought it was just a casual meeting. He thought it was a pitch and brought the whole @a16z partnership team. Hilarity ensued. 🤪 At one point one of them said: “You don’t seem very prepared.” Which was true because I wasn’t. I framed the rejection letter they sent.
GREG ISENBERG @gregisenbergI was once pitching in a board room at a top 3 VC firm for a $15M Series A.
12 people in the meeting. One of the GPs fully fell asleep. Out cold for 30+ minutes. Nobody acknowledged it. Everyone just kept going.
I kept presenting my Series A slides to an unconscious man in a Herman Miller chair and somehow that was considered normal. That's venture capital.
You might fly across the country to perform for people who may or may not be conscious.
It's a dance.
And sometimes you lead and sometimes you follow and sometimes your partner is unconscious.
If you're raising right now, just know: e…


