Leadership Lessons from Philanthropy: Glen Galaich’s Insights on Letting Go to Do Real Good

Leadership Lessons from Philanthropy: Glen Galaich’s Insights on Letting Go to Do Real Good

June 18, 2026 · 51 min

About this episode

This episode explores leadership lessons from philanthropy, emphasizing the importance of letting go of control to enhance positive impact.

In this spirited episode, the challenges and paradoxes of modern leadership are brought to the forefront, grounded in the world of philanthropy. My guest this week, Glen Galaich, author of the provocative book Control: Why Big Giving Falls Short and CEO of the Stupski Foundation, invites listeners to reconsider the myths surrounding control, generosity, and decision-making. He makes the compelling case about how organizational norms, incentives, and personal ego can unintentionally limit positive impact, even in the most purpose-driven organizations. During out discussion, we reflect on tough questions: What’s the real difference between intentions and measurable outcomes? How do process, relationships, and results shape lasting change? Through first-hand stories and data, this episode reveals how well-meaning leaders too often mistake intention for impact and how letting go of control, building clear processes, and inviting feedback can dramatically enhance outcomes. For executives, nonprofit leaders, and anyone invested in meaningful change, this episode offers actionable advice: embrace self-awareness, question inherited processes, and trust the people closest to the work…

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