In this episode, John talks to James Rhee about his journey as a Korean American and experiences in leadership. He shares the story of the red helicopter and how it impacted his perspective on kindness. James explains his philosophy of kindness in math, how he designs systems that reward true agency, the importance of joy and finding contentment in everyday moments, the significance of championing Asian-Americans in media, and the positive changes happening in representation.

James Rhee is a high school teacher turned private equity investor and CEO. James’ leadership story first grabbed global attention during his unlikely seven-year tenure as Chairman and first-time CEO at fashion retailer Ashley Stewart. After his radical approach fueled a transcendent comeback story for the company, James concretized his leadership philosophy—kindness plus a little math—in the form of red helicopter, his media-education platform. A graduate of Harvard Law School, he is now a Senior Lecturer at Duke Law School and MIT Sloan School of Management and the Johnson Chair of Entrepreneurship at Howard University—the first joint appointment of its kind in history. His TED Talk and Dare to Lead interview with Brené Brown have captured the imagination of millions. He is the author of red helicopter (HarperOne; April 9, 2024).

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