As we enter a new year, many of us are thinking about fresh starts, big goals, and how we can make more meaningful contributions—whether in our personal lives or at work. But what if the key to achieving that isn’t about working harder or chasing success the traditional way? What if the secret lies in something as simple and powerful as kindness?
In today’s episode, we dive deep with James Rhee, an educator, impact investor, CEO, and author of Red Helicopter: A Parable for Our Times. James is best known for his transformative leadership at Ashley Stewart, where he not only revived a struggling retail brand but turned it into a community-driven powerhouse by weaving kindness, empathy, and purpose into every decision. A Harvard Law graduate and former high school teacher, James has a remarkable ability to bridge the worlds of high finance and human-centered leadership.
We discuss how a childhood experience with a red helicopter shaped his lifelong philosophy, his journey from teaching to private equity, and the surprising parallels between math and creativity. James also delves into the role of AI in shaping society and why now, more than ever, leaders must embrace humanity and creativity to drive lasting impact.
