Founders share VC horror stories, and some are naming names
Tech founders have been sharing their horror stories about pitching to venture capitalists, particularly on social media platform X. Many anecdotes highlight VCs falling asleep during meetings, yet some still proceeded to invest afterward. The conversation has sparked both humor and frustration among founders, leading to a broader discussion about VC behavior.
- ▪Greg Isenberg initiated the conversation by sharing his experience of a VC falling asleep during a pitch meeting.
- ▪Zynga founder Mark Pincus and others also recounted similar experiences of VCs dozing off, yet still receiving term sheets.
- ▪Cloudflare founder Matthew Prince revealed a Sequoia partner's bias against a female co-founder, which has drawn significant attention.
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| Original publisher | TechCrunch |
| Canonical URL | https://techcrunch.com/2026/06/05/founders-share-vc-horror-stories-and-some-are-naming-names/ |
| Publication time | Fri, 05 Jun 2026 21:47:56 +0000 |
| Retrieval time | 2026-06-05T21:49:04.324Z |
| Last seen | 2026-06-05T21:49:28.579Z |
| Headline source | Publisher (no WeSearch rewrite) |
| Excerpt source | publisher body |
| Excerpt method | First ~120 words (~800 chars) of extracted publisher body, fair-use limited. |
| Summary | WeSearch · cerebras-chat (WeSearch summarizer) |
| Summary source text | contentText |
| Citation coverage | Summary is a WeSearch-generated derivative; primary citation is the original publisher URL. |
| Cluster | 1tiwBypN0lLc |
| Cluster logic | Grouped by semantic title/content similarity across sources within a rolling window. Same-publisher template collisions are excluded from coverage comparison. |
| Ranking reason | Story pages are not engagement-ranked. Hub feeds use recency, with optional source-diversified chronological ordering (cap consecutive stories per source). No personalized ranking. |
| Publisher visit | Yes — open original |
| Substitutes article? | No — link-out required for full text |
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| Indexing | May the item be indexed (stored, ranked, made findable)? | Allowed |
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| AI summary | May WeSearch generate its own short summary of the article? | Limited |
| Retrieval / RAG | May the content be exposed for third-party retrieval-augmented generation? | Not asserted |
| Model training | May the content be used to train AI models? | Not asserted |
| Commercial reuse | May the content be reused commercially? | Not permitted |
Basis: Derived from the published RSS/Atom feed. Contact: [email protected]. Reviewed: 2026-07-24.
Opening excerpt (first ~120 words) tap to expand
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.
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Excerpt limited to ~120 words for fair-use compliance. The full article is at TechCrunch.