

20VC: Is Chamath Right: Is DPI The Only Thing That Matters | Does OpenAI Even Matter | Mary Meekers AI Report: The Analysis| IPO Breakdown: Chime, Circle & Thoma Bravo's New Fund
221 snips Jun 5, 2025
Sam Lessin, a venture capitalist and entrepreneur known for his deep expertise in technology, dives into pressing topics in the investment landscape. He questions the relevance of OpenAI and the validity of traditional metrics like TVPI. The conversation highlights challenges faced by mid-tier VC funds and critiques the valuation of startups like Chime. Lessin also addresses the implications of Mary Meeker's AI report and the future of SaaS in an AI-driven world, emphasizing the need for innovation amidst rapidly evolving market dynamics.
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DPI is the Only True VC Metric
- Chamath Palihapitiya argues that DPI (Distributed to Paid-In) is the only metric that truly matters in VC performance.
- Rory O'Driscoll agrees, emphasizing that TVPI is often marketing fluff, and actual cash returns (DPI) show if investors made money.
Capital Concentrates in Few Winners
- Only a few companies per generation truly matter and command most capital.
- Many capital deployments at Series A are wasteful, but mega funds can profit by deploying large amounts broadly.
Selling Early for Life Balance
- A friend chose to sell a company early for life balance, gaining significant money and personal happiness.
- Holding longer might have made more money, but the choice aligned with his life goals and brought fulfillment.