That’s a wrap on season 2! In this bonus episode of Break Fake Rules, hear some of Glen and Claire’s favorite moments from the season. And spoiler alert - they drop exciting updates about what’s coming next season on Break Fake Rules.

Break Fake Rules is a podcast from the Stupski Foundation that questions philanthropy’s self-imposed rules and looks for ways philanthropy can better serve communities and contribute to lasting change.

Learn about the Stupski Foundation’s work.

Host: Glen Galaich

Guest & Producer: Claire Callahan

In the season wrap of Break Fake Rules, Carmen Rojas (CEO & President, Marguerite Casey Foundation) and Jamie Allison (Executive Director, Walter & Elise Haas Fund) bring the vibes to a year-defining conversation with host Glen Galaich. Together, they reflect on how philanthropy showed up in 2025—and how it needs to evolve in 2026.

Jamie Allison calls on the sector to embrace courage and purpose: “Our communities and nonprofit leaders need from us what they've always needed from us. They need us to be courageous and to show that the project of philanthropy is about redistributing privilege and resources.”

Carmen Rojas offers a bold vision for the road ahead, challenging philanthropy to think generationally and confront its own complicity: “We have an opportunity… to reset that table.” And: “We need to reconcile and have a meaningful conversation about the ways each of our institutions is enabling… this political movement.”

Looking ahead at 2026, Glen Galaich reminds us why imagination matters: “So many foundations limit themselves to a cap… It stops us from dreaming and imagining things that could be leveraged for a better society.”

Tune in for a finale filled with the kind of rule-breaking energy that sets the stage for a transformative 2026.

Learn more about the Walter and Elise Haas Fund and the We Initiative to cultivate belonging.

Explore the Marguerite Casey Foundation and learn about their decision to significantly increase grantmaking to protect communities under attack.

Break Fake Rules is a podcast from the Stupski Foundation that questions philanthropy’s self-imposed rules and looks for ways philanthropy can better serve communities and contribute to lasting change.

Learn about the Stupski Foundation’s work.

Host: Glen Galaich

Guests: Jamie Allison & Carmen Rojas

Producer: Claire Callahan

Progressives have lost sight of a central issue: class. Lawyer, professor, and author Joan C. Williams joins Break Fake Rules to unpack how the Left lost touch with working-class Americans—and how we can win them back. As income inequality deepens across the U.S. and Europe, Joan explains how class blind spots and broken promises have fueled distrust and driven voters toward the far right. Joan offers actionable, research-backed steps for funders and policymakers to rebuild trust, restore credibility, and reconnect with the working class.

Joan C. Williams: “Not only have we been class clueless, we've often been class condescending.”

Read Joan’s book, Outclassed: How the Left Lost the Working Class and How to Win Them Back.

Break Fake Rules is a podcast from the Stupski Foundation that questions philanthropy’s self-imposed rules and looks for ways philanthropy can better serve communities and contribute to lasting change.

Learn about the Stupski Foundation’s work.

Host: Glen Galaich

Guest: Joan C. Williams

Producer: Claire Callahan