Break Fake Rules: Change Big Giving For Good

In the wake of the midterm elections, the question remains: will institutional philanthropy strengthen our communities and democracy, or will it continue operating by fake rules that entrench inequality forever?

Co-hosts Eric Brown, Principal of Brownbridge Strategies, and Glen Galaich, CEO of the Stupski Foundation, break down the results and outline the opportunity ahead for philanthropy to fuel the changes communities overwhelmingly demanded at the ballot box. Special guest Aparna Rae, speaker, workshop facilitator, journalist, and Forbes contributor, joins them to question whether institutional philanthropy strengthens democracy or reinforces the inequalities it claims to address. Drawing on...

What if a foundation board’s most important exercise of power is knowing when to share it? In this live crossover episode with the Can we talk about…? podcast filmed at Philanthropy Northwest’s conference, co-hosts Mares Asfaha, Associate Director of Programs at Philanthropy Northwest, and Glen Galaich, CEO of the Stupski Foundation, are joined by Carol Cheney, CEO of The Collins Foundation, and Katie Carter, CEO of Pride Foundation, to challenge long-held assumptions about board authority and accountability. Together, they explore how inherited governance practices can shape whose voices are heard, whose priorities prevail, and who ultimately gets to mak...

What becomes possible when philanthropy invests in the well-being of the people doing the work? In this episode, co-hosts Jamie Allison, Executive Director of the Walter & Elise Haas Fund, and Glen Galaich sit down with Jennifer Haas, President of the Levi Strauss Foundation and founder of the Women’s Leadership and Wellbeing Award, to examine the connection between philanthropic impact and nonprofit worker wellness.

Jennifer’s own experiment offers a different model. Through the Women’s Leadership and Wellbeing Award, women social justice leaders receive $15,000 tax-free personal checks with no proposal, reporting requirement, or prescribed definition of what w...

How long is too long to lead a foundation? In this episode, Glen sits down with Kate Levin Markel, President of the McGregor Fund, to break a fake rule philanthropy rarely talks about: once foundation leaders get the job, there is very little incentive for them to leave. Kate explains why she made herself a promise to step aside after roughly a decade. As she demonstrates, staying too long can lead to stagnation and disconnection from community, while new leadership can expand our view of what is possible.

Kate also shares how McGregor responded when its grant...

Break Fake Rules listeners, enjoy this special feed swap from our partners at the Center for Effective Philanthropy (CEP), who invited our co-hosts, Glen Galaich and Jamie Allison, to guest star on their Giving Done Right podcast. Follow Giving Done Right here or wherever you get podcasts. New episodes of Break Fake Rules return next week.

In this episode, co-hosts Phil Buchanan and Elisha Smith Arrillaga, CEP's vice president of Research, discuss some of philanthropy's oldest tensions: who should decide how charitable dollars get spent and how to balance short-term needs with the long view? Their guests...

Why are people willing to give up power in exchange for the promise of protection? Recorded live with Northern California Grantmakers at SFJAZZ, host Jamie Allison invited Dr. Ibram X. Kendi, renowned historian and scholar, and Glen Galaich, CEO of the Stupski Foundation, to discuss their new books, Dr. Kendi’s Chain of Ideas: The Origins of Our Authoritarian Age, and Glen’s CONTROL: Why Big Giving Falls Short.

Together, Dr. Kendi and Glen explore what it takes to move away from distrust and zero-sum thinking toward trust, solidarity, and shared responsibility. Their conversation asks a timely ques...

When does protecting an endowment get in the way of the mission? In this episode, co-hosts Glen Galaich and Dr. Carmen Rojas, President and CEO of the Marguerite Casey Foundation, unpack the foundation’s bold decision to double its grantmaking over the next decade. They get into what fiduciary duty should really mean and why a mission has to show up in the dollars a foundation invests, not only the dollars it gives away.

They’re joined by Daniel Gould, Vice President of Investments and Operations at Marguerite Casey Foundation, who helped move the foundation from roughly 12% to 1...

What will it take for philanthropy to unlock the extraordinary potential of 501(c)(4)s? In this episode, co-hosts Glen Galaich and Ralph Lewin, Executive Director of the Peter E. Haas Jr. Family Fund, challenge the fake rules telling philanthropy to stay neutral, avoid risk, stick to funding 501(c)(3)s, and keep political work at arm’s length.

They’re joined by Leah Greenberg, Co-Founder and Co-Executive Director of Indivisible, a nationwide movement of everyday people organizing across all 50 states. Leah pulls back the curtain on what happens after the protest: local organizing, voter registration, advocacy, mutual aid, rela...

Philanthropy needs a reboot. Youth are nearly non-existent in the rooms where decisions are made about where charitable dollars flow. So what changes when we bring in young people to help direct these dollars?

In this episode, co-hosts, Stupski Foundation CEO Glen Galaich and Malila Becton-Consuegra, Stupski’s Bay Area Postsecondary Success Program Officer, welcome two young leaders in philanthropy, Gilbert Murillo and Godswill Uyong, for a conversation about youth voice, power, and who gets to decide where dollars go. Part case study, part vision for the future, they use Stupski’s six-year internship program as an exam...

What could we change if we broke out of boom-and-bust election-cycle funding to support long-term generational transformation? In this episode, Glen and co-host Ari Datta, Stupski Foundation’s Food Justice Program Manager, sit down with Emily Lee, executive director and co-founder of Seed the Vote Action, for a conversation about voter organizing, political power, and the fake rules that keep philanthropy funding too little, too late. Emily has dedicated her career to grassroots organizing, multiracial coalition building, and growing people-powered political movements. Through Seed the Vote Action, she mobilizes volunteers in battleground states while building lasting political power in wo...

What changes when we embrace impermanence instead of trying to live forever?

In this episode, Glen Galaich sits down with Santhosh Ramdoss, president and CEO of Gary Community Ventures, for a conversation about impermanence and legacy. Guided by Gary’s commitment to move all its assets into the community by 2035, Santhosh debunks the fake rule that philanthropic impact depends on institutional permanence. He invites the sector to imagine a legacy rooted in stronger systems, durable public funding, and the beauty, love, and care we leave behind. In a Break Fake Rules exclusive, Santhosh rolls out a new ga...

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 famously served as the “prosecutor” where he put philanthropy on trial in a 2011 mock trial before thousands of foundation leaders.

Gara takes on the fake rule that people inside philanthropy are not supposed to criticize it, arguin...

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 the reparations movement, Aria Florant, co-founder and executive director of Liberation Ventures. They discuss repair, narrative power, and what it takes to build a truly multiracial democracy. As the U.S. gears up to...

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 conversation. With his signature humor and candor, Vu challenges the fake rule that serious work has to be humorless, and pushes the sector to look at what conservative funders have built, what progressive funders keep...

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-winning cognitive framework Asset-Framing®. Together, they explore why Asset-Framing is far more than a communications strategy—and how it fundamentally shifts how the brain understands people, problems, and possibilities.

Trabian challenges the fake rule that fear is th...

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 foundations think they are showing up and how nonprofits are experiencing this moment.

Together, they dig into the findings in CEP’s latest report, State of Nonprofits 2026, including rising deficits, CEO burnout, possible mergers, foun...

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.

Together, Glen and Nwamaka explore philanthropy’s complicated relationship with the F word: failure. Nwamaka makes the case that failure is already happening across the sector, but when fo...

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, Co-Founder and CEO of The Giving List Women, sit down with two leaders who have spent their careers challenging the stories, systems, and assumptions that shape our society: Jennifer Siebel Newsom, First Partner of Cali...

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 Shakir, founder of More Perfect Union, the Emmy Award-winning nonprofit newsroom redefining what news can look like when it actually centers working-class people. Together, they explore how More Perfect Union’s reporting has become a powerful tool for policy ch...

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 experiences making grants, what philanthropy misses when it decides what is best for young people without them, and why involving youth in funding decisions can strengthen both grantmaking and democracy.

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...

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 exclusive, and explore what opens up when wealth holders, nonprofit leaders, entrepreneurs, and other changemakers come together to solve problems side by side.

Renee shares how Forward Global has evolved into a global community and impact...

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 freedom actually is, and explore how we might pivot from a society organized around separation and scarcity to one rooted in care, connection, and collective well being.

💡Mia Birdsong: I understand the kind of...

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 Giving Falls Short. Join Glen on the book tour!

CONTROL: Why Big Giving Falls Short, out now, makes an argument...

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 director of the Walter and Elise Haas Fund; Ralph Lewin, executive director of the Peter E. Haas Jr. Family Fund; and Dr. Carmen Rojas, president and CEO of t...

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 conversation, culture, and connection. Glen and Carmen talk about how people can get involved and attend future Common Thread events this year, then turn to the urgent realities of immigrant rights and due...

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 salaries and the dangerous backlash nonprofits are facing right now.

They are joined by guest Rusty Stahl, president and CEO of Fund the People, a leading advocate for investing in nonprofit workers, to make...

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 Catherine Bracy, founder and CEO of TechEquity and author of World Eaters: How Venture Capital Is Cannibalizing the Economy, to examine how venture capital shapes our everyday lives.

Catherine traces how venture capital...

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 give most of it away by creating a Citizens’ Council of 50 everyday Austrians to decide where the money should go. Together, they dig into what it means to institutionalize philanthropy, and what it takes to d...

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 in real ways to protect our communities. They challenge the persistent myth that philanthropy must conserve resources for a future emergency.

Spoiler alert: this is the...

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 Kumar, Emmy-nominated MSNBC contributor and founding president and CEO of Voto Latino, stops by to reflect on what it really means to be “American” in today’s political climate. As fear-driven narratives and ICE raids t...

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 federal policymaker. At a moment of intensifying fear and political division, Representative Simon calls on us to reject division, protect nonprofits, and do more for our communities.

💡Representative Lateefah Simon: “If we...

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 a future where resources are shared, not hoarded. If you have ever questioned why we live by certain rules and wondered what becomes possible when we do...

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.”

Carm...

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 ofte...

“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 g...

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 an...

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 an...

💡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 p...