Travis Kalanick, Mark Pincus, and other founders share their horror stories of pitching to VCs; Cloudflare CEO Matthew Prince publicly calls out Vinod Khosla (Julie Bort/TechCrunch)

Jun 08, 2026 - 13:05
Updated: 2 hours ago
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Founders sharing their negative experiences pitching to venture capitalists.

Julie Bort / TechCrunch:
Travis Kalanick, Mark Pincus, and other founders share their horror stories of pitching to VCs; Cloudflare CEO Matthew Prince publicly calls out Vinod Khosla  —  Asking venture capitalists for investment is a rite of passage for tech founders.  This has led to another universal experience: the VC pitching horror story.

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Christopher Holloway

Christopher Holloway is the founder and director of Progressive Robot, a UK-based technology company. A full-stack engineer with more than two decades of experience, he works across PHP development, ecommerce, Linux infrastructure, technical SEO and AI automation, and writes here on technology, AI, hardware and software.

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