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

“It's only when you show your own courage that the performativeness of being inspired by others moves to allied-ness.”

Ludovic Blain returns to Break Fake Rules, this time at a live recording at California Donor Table’s 20th anniversary convening and celebration! Last season, Ludovic delivered a master class in philanthropic giving across tax statuses. Now he’s back to urge us to play offense — by funding bold, long-term investments to counter the well-coordinated efforts of conservative groups and donors that harm our communities. How can donors fund initiatives that not only defend democracy but also create a better government for all? What lessons can we take from local-level wins to build progressive power at the national level? Tune in to find out.

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 more about the California Donor Table.

Learn about the Stupski Foundation’s work.

Host: Glen Galaich

Guest: Ludovic Blain

Producer: Claire Callahan

Mentioned in this episode:

Designing Tomorrow Podcast

Check out another social impact podcast called Designing Tomorrow. It’s hosted by Eric Ressler — founder of the creative agency Cosmic — and Jonathan Hicken, executive director at the Seymour Marine Discovery Center. If you’re looking for a show that’s real, smart, and made for this moment in social impact — give Designing Tomorrow a listen. You can find it wherever you get your podcasts.

Farhad Ebrahimi: “What utility is it for grantmakers to survive this political moment if none of the organizations we believe in survive?”

In this episode, Farhad Ebrahimi—Philanthropic Transformation Strategist and co-founder at Solidaire Network—joins Break Fake Rules to deliver a total takedown of philanthropy’s most pernicious fake rules. And he comes with receipts! Hear why Farhad spent down the Chorus Foundation’s endowment in 2023 and what it really means to organize and mobilize funders to support a just transition to a regenerative economy that no longer feeds the philanthropic industrial compex. In a period when fear and political retribution are on the rise, Farhad calls us to prioritize grantee survival over grantmaker self-preservation.

Learn about and join the Solidaire Network.

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: Farhad Ebrahimi

Producer: Claire Callahan

Designing Tomorrow Podcast

Check out another social impact podcast called Designing Tomorrow. It’s hosted by Eric Ressler — founder of the creative agency Cosmic — and Jonathan Hicken, executive director at the Seymour Marine Discovery Center. If you’re looking for a show that’s real, smart, and made for this moment in social impact — give Designing Tomorrow a listen. You can find it wherever you get your podcasts.

💡Ari: “Spending less now only protects institutions. Spending more now protects communities.”

💡Malila: “Foundations in general have the least to lose. This is the time to step up and take on more risk.”

What happens when philanthropy stops playing it safe? In this episode, we go behind the scenes at the Stupski Foundation to reveal why we’re speeding up our spend down and putting 76% of our remaining grant funds to work now.

Hear from two of Stupski’s resident rule-breakers, Malila Becton-Conusegra, our Bay Area postsecondary success program officer, and Ari Datta, our food justice program manager. They shared why they advocated to push more dollars out today: because communities can’t afford for us to wait and see.

Tune in to hear Malila and Ari share how all foundations—not just spenddowns—can spend more to respond to urgent needs in our communities today and prevent future harm.

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's Foundation decision to accelerate its spend down.

Host: Glen Galaich

Guests: Ari Datta and Malila Becton-Consuegra

Producer: Claire Callahan

💡Marc Philpart: “I do have fear, but I refuse to be paralyzed by it. I refuse to not take action. I refuse to shy away from our commitment to our community.”

How can we respond amid growing fear and political backlash against racial justice? In this inspiring episode, Marc Philpart, President and CEO of the Black Freedom Fund, discusses the Fund’s unwavering commitment to advancing Black freedom through the largest transfer of wealth to Black organizing in history. Tune in to hear Marc speak to the courage required to act in this moment and why we must stay the course.

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 and donate to the Black Freedom Fund.

Learn about the Stupski Foundation’s work.

Host: Glen Galaich

Guest: Marc Philpart

Producer: Claire Callahan

💡Richard Tate: “It’s time we recognize that there is an increased level of risk, but it's a risk worth taking.”

What keeps philanthropy from speaking out? And how can funders overcome fear and use our voices to protect communities against forces that seek to silence us? In this episode, Richard Tate from the California Wellness Foundation takes the mic to talk about how his foundation made the decision to speak out against the rise of authoritarianism. Risky? Yes. Worth it? Absolutely. Tune in to hear Richard’s vision for how much more we can accomplish in philanthropy by standing up together.

Read more from Richard about the impacts of funding cuts to health services and why “We Shall Not Be Moved.”

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: Richard Tate

Producer: Claire Callahan