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. A massive conversation sharing such stories has taken place all week on X with the comments both funny and infuriating. We read through them all to find the most interesting ones so you don’t have to.
Greg Isenberg, a startup podcaster, newsletter writer, and founder of Late Checkout Studio — a holding company whose previous ventures include a company acquired by WeWork — got the conversation started with a story about a VC falling asleep during a pitch meeting. Isenberg has a large following on X, and his post clearly struck a nerve.
“I 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,” he shared on X.
VCs sleeping through pitch meetings was far and away the most common horror story shared. Not just drowsing, but full on zonked.
Zynga founder Mark Pincus told his VC-asleep story. “I looked at my friend who set up the meeting and asked if i should keep presenting and she said yes. It was ‘weekend at bernies’ meets Silicon Valley,” he wrote.
