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Tech Founders Expose VC Behavior in Viral X Thread About Fundraising

TechCrunch Venture •
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Tech founders unleashed a wave of venture capital horror stories on X this week, exposing the darker side of fundraising culture. Greg Isenberg kicked off the conversation with a tale about pitching a $15M Series A to a top-three VC firm where one general partner fell asleep for over 30 minutes without acknowledgment. The meeting continued as if nothing happened, illustrating the power imbalance founders routinely face.

Cloudflare founder Matthew Prince delivered the most jarring revelations, claiming a Sequoia partner rejected his company because he doubted a woman could lead a security infrastructure firm. That woman was co-founder Michelle Zatlyn, and Cloudflare now trades at an $87 billion market cap with projected $2.8 billion revenue in 2026. Prince also recounted being told to fire his co-founders by Vinod Khosla, though he acknowledged the investor's impressive track record.

Other founders shared stories of VCs ghosting meetings, sending term sheets then reneging, or demanding equity stakes post-acquisition while ignoring their own commitments. Uber co-founder Travis Kalanick reportedly followed a VC to his car to pitch from the passenger seat. Former a16z partner Arianna Simpson joked about the epidemic of narcolepsy affecting investors.

These stories reveal how opaque and demoralizing fundraising can be, with many founders reluctant to speak publicly until now. The viral thread suggests growing frustration with traditional VC dynamics, as successful founders like Prince feel emboldened to share their experiences openly.