Stupski Foundation

Break Fake Rules: Change Big Giving For Good

Business EN ↓ 49 episodes

Some rules are meant to be broken—especially the fake ones! Break Fake Rules is a podcast that brings today’s news and big philanthropic issues into focus, challenging the self-imposed rules that shape the flow of money, power, and resources in America. Join Glen Galaich, CEO of the Stupski Foundation, and a rotating cast of co-hosts as they unpack the news of the day and engage in conversations with principled rulebreakers in philanthropy, nonprofits, government, media, and more. Each episode examines the fake rules holding the systems in place that don’t serve us—and which rules we must brea...

Author

Stupski Foundation

Category

Business

Podcast website

stupski.org

Latest episode

Jul 8, 2026

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Episodes

Philanthropy Needs Its Critics feat. Gara LaMarche 08.07.2026

What happens when philanthropy’s sharpest critique comes from inside the sector itself? In this episode, Stupski Foundation CEO Glen Galaich and co-host Eric Brown sit down with Gara LaMarche - longtime philanthropic leader, democracy advocate, and one of the OG fake rule breakers. Gara worked with George Soros at Open Society Institute, and Chuck Feeney at The Atlantic Philanthropies, and famousl...

What If America’s 250th Becomes a Turning Point for Repair? feat. Aria Florant 17.06.2026

Fake rules tell us funding reparations is too complicated, too controversial, or too distant. So what will it take for us to see that repair is a responsibility we all carry? In this episode, Glen Galaich and co-host Malia Becton-Consuegra, Stupski Foundation’s Bay Area post-secondary success program officer (who also leads reparations work at the foundation), sit down with a visionary leader in t...

Can Funders Beat Thanos Without Engaging in Politics? feat. Vu Le 03.06.2026

There’s a dirty word philanthropy doesn’t like to talk about - politics . But does staying above the political fray actually prevent us from supporting the communities and issues we claim to care about? In this live audience episode, Glen Galaich sits down with Vu Le, author of Reimagining Nonprofits and Philanthropy and the voice behind Nonprofit AF, for a funny, urgent, and table-flipping conver...

Asset-Framing to End Philanthropy's Savior Complex feat. Trabian Shorters 27.05.2026

Philanthropy has a mindset problem, and it’s harming the very communities it claims to support. But what if philanthropy shifted its perspectives to see people through their aspirations, contributions, and power instead of their challenges? Co-hosts Glen Galaich and Eric Brown sit down with Trabian Shorters, a leading social entrepreneur, founder of BMe Community, and developer of the award-winnin...

New Data Highlights Reality Gap Between Nonprofits & Funders feat. Elisha Smith Arrillaga 20.05.2026

Nonprofit leaders are ringing alarm bells, but foundations are still deciding whether this moment is different enough to act. In this episode, Stupski Foundation CEO, Glen Galaich, and co-host Eric Brown sit down with Elisha Smith Arrillaga, Ph. D., vice president of research at the Center for Effective Philanthropy, to discuss what CEP’s recent research reveals about the widening gap between how...

The F Word Philanthropy Avoids Is the One It Needs Most feat. Nwamaka Agbo 13.05.2026

What will it take for us to stop treating failure like a private embarrassment and start seeing it as a way to learn, grow, and take better risks? In this episode, Stupski Foundation CEO Glen Galaich sits down with Nwamaka Agbo, CEO of the Kataly Foundation, for a candid conversation about the fake rules that keep philanthropy playing it safe when communities need funders to move with more courage...

When We Invest in Women, We Transform Democracy for Generations feat. Jennifer Siebel Newsom & Dr. Kimberlé Crenshaw 06.05.2026

What happens when philanthropy stops treating women and girls as a side issue and starts seeing them as a powerful lens through which we can better understand the major fights for justice, democracy, safety, and human dignity? In this live episode, recorded at The Giving List Women “Doing It Differently” Summit in Santa Barbara, Glen Galaich, CEO of the Stupski Foundation, and co-host Gwyn Lurie,...

The Biggest Fake Rule in the Media? OBJECTIVITY. feat. Faiz Shakir 29.04.2026

What happens when journalism stops pretending objectivity is the same thing as truth telling? In this episode, Glen Galaich and co-host Dr. Carmen Rojas take Break Fake Rules to Kansas City for another conversation from Common Thread, the national event series from the Marguerite Casey Foundation bringing people together around the issues shaping working-class life in America. They welcome Faiz Sh...

Philanthropy Gets Smarter When Youth Direct Where Funds Flow feat. Josh Lee 22.04.2026

What happens when philanthropy stops assuming young people are not ready to lead and starts trusting them when it matters most? In this episode, co-hosts Glen Galaich and Ralph Lewin, Executive Director of the Peter E. Haas Jr. Family Fund, bust open a fake rule that assumes young people do not know enough to help shape the future of our democracy. Together, they reflect on their own first experie...

Beyond 5%: Philanthropy as a Bridge, Not Backup Government with Jamie Allison feat. Elizabeth Cushing 15.04.2026

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...

We Need Plans, Not Pledges feat. Renee Kaplan 08.04.2026

What happens when we stop designing philanthropy around preservation, control, and donor comfort, and start asking how to put more capital, trust, and collective action to work? In this episode, Glen Galaich speaks with Renee Kaplan, CEO of Forward Global, in a conversation recorded at the Forward Global Summit in Whistler. They challenge the fake rules that keep philanthropy cautious and exclusiv...

How Do We Break the Rules of Individualism to Build Interconnected Freedom? feat. Mia Birdsong 01.04.2026

What happens when we stop chasing individual freedom and start asking what it would mean to be free together? In this episode, Stupski Foundation CEO Glen Galaich sits down with Mia Birdsong, founder and executive director of Next River, where she is creating the cultural conditions necessary for a truly free world to emerge. Together, they break the fake rules of individualism, redefine what free...

Let’s Hear It: Glen Galaich on Why Big Giving Falls Short 24.03.2026

We’re excited to share a special feed swap this week from our friends, Eric Brown and Kirk Brown, on the Let’s Hear It podcast! In this episode, you’ll get to hear directly from Glen Galaich and frequent Break Fake Rules co-host and Let’s Hear It host, Eric Brown, as they talk about Glen’s newly released book, CONTROL: Why Big Giving Falls Short. Order your copy of Glen’s book, CONTROL: Why Big Gi...

Co-Host Takeover! CONTROL: Why Big Giving Falls Short with Eric Brown feat. Jamie Allison, Ralph Lewin, and Dr. Carmen Rojas 16.03.2026

This week, the co-hosts of Break Fake Rules are taking control of the show to talk behind Glen Galaich’s back about his new book, CONTROL: Why Big Giving Falls Short , out today! Eric Brown, principal of Brown Bridge Strategies and co-host of Let’s Hear It , locks Glen out of the Break Fake Rules studio to bring you a conversation with all of your favorite co-hosts: Jamie Allison, executive direct...

How Do We Break the Rules of a Broken Immigration System? with Dr. Carmen Rojas feat. Nikki Marín Baena 11.03.2026

What happens when philanthropy treats this moment like a true crisis and local organizers refuse to let cruelty become normal? In this episode, Glen Galaich is joined by co-host Dr. Carmen Rojas, President and CEO of the Marguerite Casey Foundation, for a conversation filmed at the first of a series of events called Common Thread, a new initiative designed to bring people together through conversa...

The Overhead Myth Is Undermining Impact with Jamie Allison feat. Rusty Stahl 04.03.2026

What happens when philanthropy stops treating the people doing the work as an unnecessary expense and starts funding nonprofit partners like it actually wants them to win? In this episode, Stupski Foundation CEO Glen Galaich and returning co-host Jamie Allison, Executive Director of the Walter and Elise Haas Fund, react to a Chronicle of Philanthropy piece on the high cost of low nonprofit salarie...

Systems Don’t Change Unless People Do with Jamie Allison feat. Catherine Bracy 25.02.2026

What happens when we stop pretending that systems will fix themselves, and ask what it really takes to change them? In this episode, Stupski Foundation CEO Glen Galaich and returning co-host Jamie Allison, Executive Director of the Walter and Elise Haas Fund, first discuss the Endeavor Fund and what it means to back organizations with long-term, trust-based support. Then they sit down with guest C...

The Only Honest Philanthropy Abolishes Itself with Eric Brown feat. Marlene Engelhorn 18.02.2026

What happens when someone born into a family fortune decides that keeping control of that wealth is the real problem? In this episode, Stupski Foundation CEO Glen Galaich and co-host Eric Brown, principal of Brown Bridge Strategies and co-host of Let’s Hear It , sit down with Austria-based activist Marlene Engelhorn, co-founder of Tax Me Now. Marlene inherited many millions of dollars and chose to...

You Can’t Fight Autocracy by the Spoonful with Ralph Lewin feat. Skye Perryman 11.02.2026

This is philanthropy’s rainy day. Across communities, the escalation of ICE activity is terrifying. Families are living in fear. Core pillars of our democracy are under attack. Meanwhile, too many funders are still holding back, waiting for a crisis that’s already here. In this episode, Glen and Ralph Lewin weigh in on why escalating ICE actions should be a wake-up call for philanthropy to step up...

Risk Isn’t Irresponsible, It’s Required with Ralph Lewin Feat. María Teresa Kumar 04.02.2026

Why does philanthropy resist risk? Ralph Lewin, Executive Director of the Peter E. Haas Jr. Family Fund, joins Glen as co-host to bust one of the biggest fake rules in philanthropy. In this episode, Ralph and Glen make the case for embracing “philanthropic reformers” (not critics!) and courageous risk-taking rather than clinging to a comfortable but broken status quo. Special guest, María Teresa K...

Go Hard or Go Home with Jamie Allison feat. Representative Lateefah Simon 28.01.2026

Welcome back to Break Fake Rules! In the season three premiere, Jamie Allison, Executive Director of the Walter and Elise Haas Fund, co-hosts with Glen Galaich to discuss the fake rules we need to break to relieve the pressure nonprofits are under at the outset of 2026. Special guest, Representative Lateefah Simon (CA-12), joins from Capitol Hill to reflect on her journey from nonprofit leader to...

Break Fake Rules Returns - Season 3 Trailer 21.01.2026

Break Fake Rules is back! Join us for a new season of rulebreaking to change the future of Big Giving for good. Get ready for more episodes, more often! This season, we're excited to welcome a few of our favorite rule breakers as recurring co-hosts. Alongside Glen Galaich, CEO of the Stupski Foundation, they will call on us to rethink the stories we tell about money, wealth, and power—and imagine...

BONUS EPISODE: Season 2 Roundup 10.12.2025

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 com...

Where Do We Go From Here? with Jamie Allison and Carmen Rojas 09.12.2025

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 p...

Winning Back the Working Class with Joan C. Williams 04.11.2025

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 of...

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