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Break Fake Rules: Change Big Giving For Good

Beyond 5%: Philanthropy as a Bridge, Not Backup Government with Jamie Allison feat. Elizabeth Cushing

April 15, 2026·31 min
Episode Description from the Publisher

What happens when one of the most dreaded days on the calendar gets reimagined as a celebration of collective care? In this episode, Stupski Foundation CEO Glen Galaich and co-host Jamie Allison, executive director of the Walter and Elise Haas Fund, use Tax Day to open up a bigger conversation about public responsibility, private wealth, and what taxes make possible. Jamie makes a joyful case for loving Tax Day, not in spite of what it asks of us, but because taxes fund the schools, roads, clean water, and public systems that hold our lives together. Together, she and Glen ask what it would mean to stop treating taxes as something to avoid and start seeing them as an investment in one another, while also asking whether philanthropy is putting its own tax-advantaged dollars to work with that same sense of responsibility. They are joined by Elizabeth Cushing, CEO of Playworks, a national nonprofit that helps nearly 1 million children each year build belonging, resolve conflict, and return to class ready to learn through structured play and recess. Elizabeth lays out the damaging impact of federal education funding cuts and tightening state budgets on kids across the country. She reframes the question of “how can philanthropy possibly backfill federal funding cuts” to “how can philanthropy act as a bridge in this moment to help nonprofits survive the next few hard years instead of forcing nonprofits to go it alone?” 💡Elizabeth Cushing: I'm hopeful that the midterms put some folks in Congress that prioritize children's well being, and I don't care which side of the aisle they're on, that is what our country is responsible for. Learn more about Playworks and how they help kids build belonging, resolve conflict, and experience the power of play every day.Order your copy of Glen’s book, CONTROL: Why Big Giving Falls Short. Learn about the Stupski Foundation.Co-Hosts: Jamie Allison & Glen GalaichGuest: Elizabeth Cushing | Playworks Executive Producer: Claire CallahanProduction Team: PodflyGraphic Design: Middle MGMT

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