Alison Rapaport Stillman transitioned from managing Serena Williams' personal investments to co-founding Serena Ventures, giving her an unusually deep single-LP perspective before scaling to institutional investors. She brings a disciplined, tournament-style approach to founder selection that evaluates resilience and execution under pressure alongside market metrics, reflecting her collaboration with an elite athlete and structured investing background. Alison Rapaport Stillman transitioned from managing Serena Williams' personal investments to co-founding Serena Ventures, giving her an unusually deep single-LP perspective before scaling to institutional investors. She brings a disciplined, tournament-style approach to founder selection that evaluates resilience and execution under pressure alongside market metrics, reflecting her collaboration with an elite athlete and structured investing background.