Sam Lessin
General Partner at Slow Ventures and a columnist at The Information. He previously led product teams at Facebook and co-founded Drop.io and Fin.
AI Is Forcing Startups to Return Capital or Rebuild Around Agents
AI is forcing founders and investors to make decisions faster than venture’s last cycle assumed they would have to, Jason Calacanis, Alex Wilhelm, Jenny Fielding, Dave McClure and Sam Lessin argue on This Week in Startups. Fielding’s example is a legal-tech founder who raised a $15mn Series A and, six months later, planned to return the money because he believed Claude and other models could erode the company’s long-term value. The same pressure is showing up in private markets, where demand for exposure to OpenAI and Anthropic is straining company controls over secondary sales, SPVs and liquidity.
OpenAI and Anthropic Are Compressing the Market for Thin AI Wrappers
Sam Lessin of Slow Ventures argues that OpenAI and Anthropic are moving into the application layer fast enough to threaten many AI startups built as thin wrappers on foundation models, while Jenny Fielding and Dave McClure contend that workflow depth, distribution and niche focus may still protect some companies. The broader debate links that pressure to a weak secondary market, a doubtful 2026 IPO rescue and a venture model Lessin says must shift away from multi-stage capital deployment toward early, priced exposure to scarce founder talent.