In this thought-provoking episode, Jeff Bradach, co-founder of Bridgespan and its former Managing Partner of 21 years, reflects on the evolving landscape of philanthropy, the nonprofit sector, and civil society at large—just as Bridgespan marks its 25th anniversary. Jeff shares deep insights into the tectonic shifts underway in 2025, from the unprecedented accumulation of private wealth to the shifting relationship between philanthropy, government, and civil society. He raises essential questions: Why isn’t philanthropic giving keeping pace with wealth? Is it a motivation issue, a “plumbing” problem, or something deeper? We explore: The legacy and impact of Bridgespan’s first 25 years Collaborative philanthropy and trust-based giving The growing global push for community-driven change and localization How philanthropists can move from caution to action—learning by doing The delicate balance between rigor and trust in effective giving Challenges in donor expectations and the misunderstood "joy" of giving Why co-creation and humility—not silver bullets—are key to transformative change Jeff also touches on the importance of grace in leadership during a time of deep uncertainty for the social sector, and how listening, learning, and shared ownership may hold more power than isolated strategy. Visit our Knowledge Hub at Lidji.org for information on 300 case studies and interviews with remarkable leaders in philanthropy, sustainability and social entrepreneurship.