In Season 11 Episode 9, Hayley Spira‑Bauer welcomes Frances Messano, CEO of New Schools Venture Fund, for a wide‑ranging and deeply personal conversation about equity, choice, and courage in education. Frances reflects on growing up in a working‑class immigrant family in Coney Island, how access and luck shaped her own trajectory, and why she has dedicated her career to making opportunity less dependent on chance. She explains New Schools’ venture‑philanthropy approach—investing in early‑stage innovators across schools, learning solutions, and people—and discusses how the organization is navigating constrained funding, shifting policy, and the urgent need to measure real impact. Throughout the episode, Frances emphasizes that choice is freedom, that quality must lead ed tech adoption, and that redesigning the teaching profession is essential to creating sustainable, student‑centered systems.