Reforming tax incentives for giving

“Why does someone need to be the first trillionaire? The damage it’s doing just to get to that level is extreme.” — Glen Galaich

Excessive wealth disorder. It sounds like a disease — which, at least according to Glen Galaich — CEO of the Stupski Foundation and author of Control: Why Big Giving Falls Short, it is. There’s $2 trillion sitting in American charitable accounts Galaich says, mostly invested in hedge funds and real estate. Foundations are legally required to distribute only 5% a year — the bare minimum — and invest the remaining 95% to ensure they can make that back and live forever. The system rewards perpetuity over impact. The money is stuck — like most other things in America. And this philanthropic wealth is predicted to grow to $18 trillion by 2050 — twice the size of the annual federal budget. A truly excessive wealth disorder.

Galaich wants to unstick the system. When a donor puts money in a private foundation, they receive up to a 70% tax exemption. The public is forgoing taxation in return for public stewardship. But donors still think it’s their money. That’s Galaich’s Control problem. Carnegie pioneered this idea that the wealthy know best how to distribute their wealth. The Sacklers perfected its dark arts. Bill Gates sits somewhere in between. While billionaires like Peter Thiel and Marc Andreessen reject it entirely.

Galaich’s own foundation is giving up control — returning all its resources to communities by 2029. In Hawaii, he gave $15 million to people who actually lived there. They moved all of it within five months to health clinics on neighbouring islands that had never had discretionary money. His deeper frustration is with progressive philanthropy’s failure to coordinate. Conservative donors give around two issues — free markets and liberty — in coordinated fashion. Progressive philanthropy, in contrast, is fragmented, fearful, and obstinately sitting on its capital. There’s a new institute in the Bay Area called the Excessive Wealth Disorder Institute. The disease is real. And so is its cure.

•       $2 Trillion Is Sitting in Charitable Accounts: Mostly invested in hedge funds and real estate. Philanthropic wealth in the US is predicted to grow from $2 trillion to $18 trillion by 2050 — twice the size of the annual federal budget. Foundations are required to give only 5% a year. The rest grows. The money isn’t moving because the system rewards perpetuity over impact.

•       It’s Not Their Money Anymore: When a donor puts money in a private foundation, they receive up to a 70% tax exemption. The public is forgoing taxation in return for public stewardship. But donors still think it’s their money. That’s the control problem at the heart of Galaich’s book — and why so much of big giving serves the donor, not the community.

•       Excessive Wealth Disorder Is Real: Galaich cites the Excessive Wealth Disorder Institute in the Bay Area. Why does someone need to be the first trillionaire? The damage done to society just getting to that level — environmental, human, democratic — is extreme. And the Giving Pledge is collapsing: Peter Thiel and Marc Andreessen have pulled out. Andreessen argues his investments are his philanthropy.

•       The Hawaii Example: Stupski gave $15 million to people from Hawaii who lived and worked there. They moved all of it within five months to health clinics on the neighbouring islands that had never had discretionary money. Palliative care, community outreach, home visits — none of which Medicaid allowed. That’s what happens when you let go of control.

•       Progressive Philanthropy Can’t Coordinate. Conservatives Can: Conservative donors give around two issues — free markets and liberty — and they give in coordinated fashion over long periods. That’s how you get the Federalist Society, Heritage, ALEC, and possibly Donald Trump. Progressive philanthropy is fragmented, siloed, and in a state of fear that the current administration will freeze their assets. The left has moved into protection mode when it should be distributing.

About the Guest

Glen Galaich, PhD, is the CEO of the Stupski Foundation, one of the nation’s most ambitious philanthropic spend-down efforts. He hosts the Break Fake Rules podcast and writes the Who Gives? Substack. Control: Why Big Giving Falls Short is published by Wiley, with a foreword by Ibram X. Kendi.

References:

•       Control: Why Big Giving Falls Short by Glen Galaich (Wiley, 2026) — the book under discussion.

•       Who Gives? Substack — Galaich’s newsletter on reforming philanthropy.

•       Episode 2845: Let’s Ban Billionaires — Noam Cohen on the Know-It-Alls. Galaich picks up where Cohen left off.

About Keen On America

Nobody asks more awkward questions than the Anglo-American writer and filmmaker Andrew Keen. In Keen On America, Andrew brings his pointed Transatlantic wit to making sense of the United States — hosting daily interviews about the history and future of this now venerable Republic. With nearly 2,800 episodes since the show launched on TechCrunch in 2010, Keen On America is the most prolific intellectual interview show in the history of podcasting.

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Chapters:

• (00:31) - Introduction: Noam Cohen, banning billionaires, and the tide turning
• (02:33) - What is philanthropy? Carnegie and the love of humanity
• (05:04) - Sloan, Rockefeller, Stanford: the first generation of know-it-all givers
• (06:49) - Peter Thiel and Marc Andreessen pull out of the Giving Pledge
• (09:05) - The Sacklers: the worst argument for philanthropy
• (09:57) - Bill Gates: for or against control?
• (11:53) - It’s not their money anymore: the public stewardship illusion
• (14:00) - Andreessen vs. community: who decides what people need?
• (15:33) - The Stupski model: $374 million returned to communities
• (18:47) - Hawaii: $15 million moved in five months to clinics that never had discretionary funds
• (21:27) - Can philanthropy save democracy?
• (24:22) - Democracy Forward and the $2 trillion sitting in accounts
• (29:38) - Excessive Wealth Disorder: why does anyone need to be a trillionaire?
• (33:00) - Progressive philanthropy’s failure to coordinate
• (35:14) - The Monty Python troll: the CEO as gatekeeper to the donor