
Break Fake Rules: Change Big Giving For Good
Some rules are meant to be broken
Stupski Foundation
Show overview
Break Fake Rules: Change Big Giving For Good has been publishing since 2024, and across the 2 years since has built a catalogue of 56 episodes, alongside 2 trailers or bonus episodes. That works out to roughly 30 hours of audio in total. Releases follow a monthly cadence, with the show now in its 3rd season.
Episodes typically run twenty to thirty-five minutes — most land between 26 min and 36 min — though episode length varies meaningfully from one episode to the next. None of the episodes are flagged explicit by the publisher. It is catalogued as a EN-language Business show.
The show is actively publishing — the most recent episode landed 2 days ago, with 29 episodes already out so far this year. The busiest year was 2026, with 29 episodes published. Published by Stupski Foundation.
From the publisher
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 secure a better future for all. If you have ever questioned why we live by certain rules and wondered what becomes possible when we do things differently, this show is for you.
Latest Episodes
View all 56 episodesWho Should Control the Money? feat. Glen Galaich and Jamie Allison
Who Benefits When We Stop Trusting Each Other? feat. Dr. Ibram X. Kendi
Put Your Money Where Your Mission Is feat. Daniel Gould
Is Philanthropy Funding Democracy With the Wrong Tools? feat. Leah Greenberg
Philanthropy Needs a Youth-Led Update feat. Gilbert Murillo & Godswill Uyon
The Fight Is Generational. The Funding Should Be Too. feat. Emily Lee
Is The Future of Philanthropy Impermanence? feat. Santhosh Ramdoss
Philanthropy Needs Its Critics feat. Gara LaMarche
What If America’s 250th Becomes a Turning Point for Repair? feat. Aria Florant
Can Funders Beat Thanos Without Engaging in Politics? feat. Vu Le
Asset-Framing to End Philanthropy's Savior Complex feat. Trabian Shorters
New Data Highlights Reality Gap Between Nonprofits & Funders feat. Elisha Smith Arrillaga
The F Word Philanthropy Avoids Is the One It Needs Most feat. Nwamaka Agbo
When We Invest in Women, We Transform Democracy for Generations feat. Jennifer Siebel Newsom & Dr. Kimberlé Crenshaw
The Biggest Fake Rule in the Media? OBJECTIVITY. feat. Faiz Shakir
Philanthropy Gets Smarter When Youth Direct Where Funds Flow feat. Josh Lee
Beyond 5%: Philanthropy as a Bridge, Not Backup Government with Jamie Allison feat. Elizabeth Cushing
S3 Ep 12We Need Plans, Not Pledges feat. Renee Kaplan
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 platform built to amplify what works, accelerate collective action, and move resources at the pace this moment demands. If you’re ready to replace judgment and rigid boundaries with trust, openness, and a shared belief that no single person can drive lasting change alone, this episode is for you.💡Renee Kaplan: Are you ready to deploy, or are you only into preservation?Learn more about Forward Global and how you can join their global community.Order your copy of Glen’s book, CONTROL: Why Big Giving Falls Short. Learn about the Stupski Foundation.Guest: Renee Kaplan | Forward Global Executive Producer: Claire CallahanVisual Production Team: SeeBoundlessProduction Team: PodflyGraphic Design: Middle MGMT

S3 Ep 11How Do We Break the Rules of Individualism to Build Interconnected Freedom? feat. Mia Birdsong
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 fear and anxiety that has us wanting to grip tightly to what's familiar, because it feels safe, but it's not safe. It's never been safe.💡Mia Birdsong: If we can find the courage to let go of trying to hold on to this thing, trying to fix this thing, and trust that together, if we are oriented toward our collective care and well being, we can build something better.Learn more about Next River and their work to create the cultural conditions for a truly free world to emerge.Order your copy of Glen’s book, CONTROL: Why Big Giving Falls Short. Learn about the Stupski Foundation.Guest: Mia Birdsong | How We Show Up Executive Producer: Claire CallahanProduction Team: PodflyGraphic Design: Middle MGMT

S3 Ep 10Let’s Hear It: Glen Galaich on Why Big Giving Falls Short
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 as simple as it is explosive: when a donor takes a tax deduction to give money away, they've made a deal with the public. That money isn't theirs anymore. But the system we've built lets donors park billions in foundations and donor-advised funds indefinitely — dribbling out 5 cents on the dollar while the rest sits on Wall Street going absolutely nowhere.Glen isn't an outside critic. He's a sitting foundation CEO who spent years reinforcing every rule he's now trying to break. Eric read an early draft, argued with him about it, and told him his central framing was too polite. Glen ignored him. They pick up that conversation here.Follow Let's Hear It and leave a rating so more people can find the show.Learn about the Stupski Foundation and Glen Galaich.