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

Matthew Prince @eastdakota · Cloudflare Founder Posted June 5, 2026
Fundraising EthicsTerm SheetsNegotiationSeries B+Firsthand storyHorror story
“Vinod leaned over and said: 'I'm impressed with you...'”
Matthew Prince (@eastdakota), June 5, 2026. Short excerpt; the full thread belongs to its author.

What this teaches

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.

Why it matters

A named, specific account of post-term-sheet pressure tactics from one of the most prominent investors in the industry.

Key lessons

  • A term sheet is not the end of diligence on the investor
  • Watch how investors talk about your co-founders
  • Walking away from capital is sometimes the right call

This is an editorial summary. The full thread, and the credit, belongs to Matthew Prince.

View the thread on X →
Khosla Ventures on VCMatch Khosla Ventures appears in this story. See the firm's stage, check size, and thesis on VCMatch. View investor →