Break Fake Rules: Change Big Giving For Good

Stupski Foundation

56 episodes listed below

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Big giving, held to account.

The gist

Break Fake Rules turns big giving into a plainspoken argument about responsibility, control, and public good. Episodes pair sector leaders with sharp co-hosts to test philanthropy’s favorite excuses against what nonprofits and communities actually need.

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About Break Fake Rules: Change Big Giving For Good

Break Fake Rules is a mission-driven podcast about the habits that keep philanthropic money, power, and decision-making locked up. It is direct. The show asks why foundations are praised for asset size, why donors get to define wisdom, and why nonprofit partners are expected to prove themselves while holding communities together. Its central beat is simple: if the moment is a crisis, philanthropy should pay like it. Episodes often begin with a clear setup from Communications Claire, then move into a conversation with Glen Galaich, rotating co-hosts, and sector guests. The tone is warm but insistent. Rather than pretending neutrality, the show argues that tax-subsidized wealth comes with obligations to the public. It likes practical metaphors: report cards, sports teams using only 5% of their energy, and plans that matter more than pledges. Recent conversations question foundation perpetuity, donor control, nonprofit overhead, tax avoidance, divestment, immigration detention, and the myth that individualism equals freedom. Guests push the show beyond internal philanthropy talk into public services, democracy, social movements, play, labor, and community life. The best moments come when a familiar sector rule is made to sound suddenly strange. Why should preserving a foundation count as success if nonprofits are underfunded? Why should proximity to wealth be treated as wisdom? Why should public goods be treated as backup work for charity? The show does not move like a clean policy briefing. It is more like an argument sharpened in company, with co-host banter, book conversations, guest handoffs, and occasional podcast crossovers. That looseness gives the episodes life without making them feel aimless. Break Fake Rules is built for people who already care about nonprofits and want sharper language for what feels broken. It is also useful for funders willing to hear that generosity without power-sharing can still protect the status quo. The result is philanthropic criticism with urgency, humor, and a clear standard for what counts as a win.

Made for: For nonprofit leaders, funders, civic-minded listeners, and philanthropy watchers who want sharper arguments about money, power, and community responsibility.

What sets it apart: The show turns insider philanthropy debates into plain moral tests, judging foundations less by intention or asset size and more by whether resources actually move.

In their own words

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 break to...

As heard by us

Based on 5 episodes we listened to · September 2026

It makes philanthropic power concrete by asking how institutions move money, share control and support the people doing nonprofit work.

Break Fake Rules: Change Big Giving For Good turns philanthropy's internal habits into public questions about power, responsibility and institutional purpose.

Read our full review in PlayNext →

Why you'd press play

Glen Galaich imagines a football team giving 5% effort; your ideas about foundation payouts may squirm.

Press play if you want

  • to question why tax-subsidized foundation money sits still during a crisis
  • to ask whether nonprofit workers are getting more investment than foundation reputations
Read the full recommendation in PlayNext →
foundation payout rulesdonor controlnonprofit overheadtax-subsidized wealthcommunity-centered givingsocial movementspublic goodsindividualism and freedom

Talks about

Best episodes of Break Fake Rules: Change Big Giving For Good

Short reviews from the PlayNext desk, based on the episodes we processed.

Beyond 5%: Philanthropy as a Bridge, Not Backup Government with Jamie Allison feat. Elizabeth CushingApr 15, 2026

A Tax Day conversation that treats philanthropy as public responsibility, with Playworks illustrating the case for play and belonging.

This Tax Day episode uses Jamie Allison and Glenn Gallagher's conversation to frame taxes and philanthropy as a matter of public responsibility, with children's well-being at the center.

We Need Plans, Not Pledges feat. Renee KaplanApr 8, 2026

A brisk summit conversation about control, sustainable models, and plans over pledges in big giving.

At Forward Global's annual Global Summit, Glenn Gallich and Renee Kaplan trade a conversation that keeps circling a basic question: who gets to belong in philanthropic spaces, and what changes when those spaces are built around collective learning, community, and action instead…

How Do We Break the Rules of a Broken Immigration System? with Dr. Carmen Rojas feat. Nikki Marín BaenaMar 11, 2026

A blunt case for giving as if the crisis is real.

Break Fake Rules presents Common Thread as a blunt test of what philanthropy owes when people are being detained without due process and public goods are under attack. Dr.

The Overhead Myth Is Undermining Impact with Jamie Allison feat. Rusty StahlMar 4, 2026

A strong case for funding the people who make nonprofit work possible.

This episode makes a clear case that philanthropy weakens its own impact when it treats nonprofit workers as overhead instead of the people who carry the mission.

The Only Honest Philanthropy Abolishes Itself with Eric Brown feat. Marlene EngelhornFeb 18, 2026

A sharp look at philanthropy's control problem, with a late-arriving but clarifying turn toward community power.

Break Fake Rules frames philanthropy as a control problem: money can be parked, protected, and still be treated as meaningful action. Glenn Gallich and Eric Brown keep the discussion on donor control, brand, legacy, and the way capital can get trapped inside institutions, while…

Podcasts like Break Fake Rules: Change Big Giving For Good

Episodes

  1. 1

    Who Benefits When We Stop Trusting Each Other? feat. Dr. Ibram X. Kendi

    Sep 30, 2026·45m
  2. 2

    Put Your Money Where Your Mission Is feat. Daniel Gould

    Sep 16, 2026·32m
  3. 3

    Is Philanthropy Funding Democracy With the Wrong Tools? feat. Leah Greenberg

    Sep 2, 2026·29m
  4. 4

    Philanthropy Needs a Youth-Led Update feat. Gilbert Murillo & Godswill Uyong

    Aug 19, 2026·30m
  5. 5

    The Fight Is Generational. The Funding Should Be Too. feat. Emily Lee

    Aug 5, 2026·31m
  6. 6

    Is The Future of Philanthropy Impermanence? feat. Santhosh Ramdoss

    Jul 22, 2026·24m
  7. 7

    Philanthropy Needs Its Critics feat. Gara LaMarche

    Jul 8, 2026·32m
  8. 8

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

    Jun 17, 2026·30m
  9. 9

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

    Jun 3, 2026·26m
  10. 10

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

    May 27, 2026·28m
  11. 11

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

    May 20, 2026·31m
  12. 12

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

    May 13, 2026·27m
  13. 13

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

    May 6, 2026·33m
  14. 14

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

    Apr 29, 2026·22m
  15. 15

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

    Apr 22, 2026·30m
  16. 16

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

    Hidden gem

    Tax Day sets the frame right away.

    Apr 15, 2026·31m·2 clips
  17. 17

    We Need Plans, Not Pledges feat. Renee Kaplan

    Hidden gem

    Glenn Gallich hosts solo from Forward Global's annual Global Summit.

    Apr 8, 2026·24m·1 clip
  18. 18

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

    This episode features a conversation with Mia Birdsong about challenging individualism and redefining freedom to build a more just, caring, and interconnected society.

    Apr 1, 2026·25m
  19. 19

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

    This episode features an interview with Glen Galaich discussing his book 'Control, Why Big Giving Falls Short' and explores themes in philanthropy and social change communications.

    Mar 24, 2026·1h 1m
  20. 20

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

    This episode features a co-host takeover discussing Glenn Gallagher's new book 'Control: Why Big Giving Falls Short' with philanthropy leaders Jamie Allison, Ralph Lewin, and Carmen Rojas, exploring critiques of traditional philanthropy and social justice.

    Mar 16, 2026·25m
  21. 21

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

    Hidden gem

    Break Fake Rules goes behind the scenes at Common Thread, a new initiative from the Marguerite Casey Foundation.

    Mar 11, 2026·30m·2 clips
  22. 22

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

    Hidden gem

    It opens with a thesis about valuing the people doing the work.

    Mar 4, 2026·27m·1 clip
  23. 23

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

    Feb 25, 2026·31m
  24. 24

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

    Hidden gem

    Communications Claire opens Break Fake Rules from the Stepski Foundation.

    Feb 18, 2026·28m·2 clips
  25. 25

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

    Feb 11, 2026·27m
  26. 26

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

    Feb 4, 2026·28m
  27. 27

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

    Jan 28, 2026·30m
  28. 28

    Break Fake Rules Returns - Season 3 Trailer

    Jan 21, 2026·2m
  29. 29

    BONUS EPISODE: Season 2 Roundup

    Dec 10, 2025·37m
  30. 30

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

    Dec 9, 2025·44m
  31. 31

    Winning Back the Working Class with Joan C. Williams

    Nov 4, 2025·32m
  32. 32

    Fund Like You Want to Win with Ludovic Blain

    Oct 14, 2025·39m
  33. 33

    On Grantee, Not Grantmaker, Survival with Farhad Ebrahimi

    Oct 1, 2025·44m
  34. 34

    On Grantee, Not Grantmaker, Survival with Farhad Ebrahimi

    This episode features an interview with Farhad Ebrahimi discussing how donors can support grantees during rising authoritarianism, the practice of spending down foundations, and the concept of philanthropic abolitionism.

    Oct 1, 2025·44m
  35. 35

    No Time to Lose: Accelerating Our Spend Down with Ariana Datta and Malila Becton-Consuegra

    This episode features an interview with Ariana Datta and Malila Becton-Consuegra from the Stupsky Foundation, discussing their roles in breaking traditional rules of philanthropy to accelerate social change through strategic spending and risk-taking.

    Sep 16, 2025·36m
  36. 36

    Breathe Through Fear, Act with Courage with Marc Philpart

    Aug 27, 2025·41m
  37. 37

    Silence Won't Save Us with Richard Tate

    Jul 30, 2025·43m
  38. 38

    Solidarity Over Charity with Leah Hunt-Hendrix

    This episode features an interview with Leah Hunt-Hendrix, a philanthropist who discusses breaking traditional rules in philanthropy, inspired by her family's wealth from her grandfather H.L.

    Jul 8, 2025·40m
  39. 39

    Breaking Free from the Frustrating Funder with Dr. Sulma Gandhi

    May 28, 2025·38m
  40. 40

    A New Era of Philanthropy with Dimple Abichandani

    Apr 22, 2025·35m
  41. 41

    Resisting Fear to Restore Democracy with Sarah Longwell

    Mar 26, 2025·38m
  42. 42

    Poke the Bear with Robert Reich and Heather Lofthouse

    This episode features an interview with Robert Reich and Heather Lofthouse from Inequality Media, discussing their organization's mission to challenge barriers to social change through video and social media.

    Feb 26, 2025·36m
  43. 43

    Break Fake Rules is Back! — Season 2 Preview

    Feb 18, 2025·2m
  44. 44

    BONUS EPISODE: The Rulebreaker Roundup

    Nov 20, 2024·32m
  45. 45

    Don’t “Wait Your Turn” to Lead with Julián Castro

    Oct 23, 2024·31m
  46. 46

    We Need to Talk About Money with Jennifer Risher

    Sep 25, 2024·31m
  47. 47

    Take Bigger Swings with Ryan Easterly

    Aug 21, 2024·25m
  48. 48

    How to Become an Antiracist Funder with Dr. Ibram X. Kendi and Marcus Walton

    Jul 17, 2024·30m
  49. 49

    From Power Building to Power Wielding with Ludovic Blain

    Jun 19, 2024·37m
  50. 50

    Always be Challenging with Rachel Pritzker

    May 15, 2024·35m
  51. 51

    The People's Money with Dr. Carmen Rojas

    Apr 17, 2024·23m
  52. 52

    Fund the People with Priscilla Enriquez

    Mar 13, 2024·20m
  53. 53

    Bridging the Divide with Sarah Longwell

    Feb 13, 2024·18m
  54. 54

    Why Institutional Philanthropy Shouldn't Exist with Jennifer Nguyen

    Jan 17, 2024·18m
  55. 55

    Philanthropy Needs to Trust, Not Control with Pia Infante

    Jan 17, 2024·24m
  56. 56

    Welcome to Break Fake Rules — Trailer

    Jan 10, 2024·2m