

Episode #100: 300 Reads Later, Are VC Skills Obsolete?, Making Venture Exciting Again
For our 100th episode, we turn the mic on Charles to reflect on the state of venture, using the themes that have come up again and again across roughly 300 good reads since we started the show. We dig into whether the skills that made investors great still matter in an AI-first market, drawing on pieces like Alberto Romero's "You Spent Your Whole Life Getting Good at the Wrong Thing" and Sarah Guo's "Relevance Decays." Charles looks back on what surprised him most over the last two years, from the seed squeeze and the bubble debate to founders who now say they work for their AI agents. We close on where venture needs to go to feel exciting again, and the one line summary of venture in 2026 Charles would leave for someone reading it in 2036.
Your messages and the name you give are sent to OpenAI to answer them. With sound on, ElevenLabs reads the answers aloud.