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Matthew Prince

Cloudflare co-founder and CEO.

Threads (2)

Thread

Cloudflare's Worst VC Stories: The Sequoia Pass and the Andreessen Ambush

Matthew Prince

Cloudflare's CEO shares two of the company's worst fundraising stories: a Sequoia partner who passed because he didn't think a woman (co-founder Michelle Zatlyn) could lead a security infrastructure company, and an unprepared meet-and-greet with Marc Andreessen that turned out to be a full pitch. Posted during the June 2026 viral VC horror-story wave.

Objections & rejectionFundraising ethicsSeed
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Thread

The Khosla Dinner: 'Fire Your Co-Founders and Take Their Stock'

Matthew Prince

Prince's follow-up horror story: after Khosla Ventures issued a Series C term sheet, Vinod Khosla allegedly leaned over at dinner, while Prince's co-founders were away from the table, and suggested Prince fire them and take their equity. Cloudflare didn't take the money.

Fundraising ethicsTerm sheetsSeries B+
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