In this episode of Holding It Lightly, hosts Lauren Douglass and Brad Stuart dive into the messy, meaningful layers of generosity, not just as a virtue, but as a lens for living. From the parallels between improv and real human connection, to the tension between profit and purpose, they explore how generosity shows up (or doesn’t) in culture, politics, business, and daily life.

Along the way, they dive into Enneagram insights, Richard Rohr, spiral dynamics, and the sobering realities of inequality in America. Can generosity truly make us richer? And what does it mean to live generously in a world that often isn’t?