Going Big! with Kevin Gentry

Lessons from America's Greatest Leaders with David Rubenstein

July 6, 2026·42 min
Episode Description from the Publisher

David Rubenstein has spent a lifetime building extraordinary institutions—and studying the leaders who built the ones that came before him.   In this episode of Going Big!, host Kevin Gentry sits down with the co-founder of The Carlyle Group for a wide-ranging conversation about leadership, American history, entrepreneurship, philanthropy, and the enduring qualities that define great leaders. Drawing on decades of studying presidents, founders, military leaders, and CEOs, Rubenstein shares why humility often matters more than charisma, why perseverance is a better predictor of success than early achievement, and what today's leaders can learn from figures like George Washington, Abraham Lincoln, and James Baker.   Together, they explore whether the American Revolution was the greatest startup in history, whether America is still a worthy long-term investment, why capitalism has fueled one of history's greatest traditions of philanthropy, and what gives Rubenstein optimism about the nation's future despite today's challenges.   Whether you're leading a business, building a nonprofit, serving your community, or simply looking to make a greater contribution, this conversation offers timeless lessons on leadership, institution building, and living a life that leaves a lasting legacy.

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