
Interview w/ Will Samson, Radical Self-Ownership: How Great Leaders Empower Others to Shine
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John introduces Will Sampson, Coach and Author. Will discusses challenges of conventional leadership wisdom, revealing why great leaders succeed not through control but by empowering others to shine. Drawing from his experience as a former director of change for a 53,000-person organization leading a $12 billion merger, Sampson shares how his personal journey through addiction recovery transformed his understanding of leadership resilience.
The conversation explores Sampson's groundbreaking "Resilience Stack" methodology—a five-layer approach to building leadership from the inside out. Starting with rewriting internal narratives, he guides leaders through radical self-ownership, interdependence, systems for growth, and finally, leading from an internally transformed state. This approach stands in stark contrast to the "hack culture" promising quick fixes that Sampson's research with 200 C-level executives revealed as deeply unsatisfying.
Particularly compelling is Sampson's perspective on leadership potential across all age groups. Rejecting the narrative that innovation belongs only to the young, he shares how his own professional reinvention in his mid-50s taught him that meaningful contribution can happen at any life stage. "Walk out to your driveway, get in your car, put your hands on the steering wheel—where do you want to go?" This thought experiment helps his clients recognize they still have agency and purpose, regardless of age.
The discussion also tackles AI anxiety, with Sampson offering a calming perspective based on his two decades of experience with neural networks. Rather than seeing technology as threatening, he encourages leaders to view it as simply another tool humans have invented—one that creates extraordinary new possibilities for those willing to embrace it with creativity rather than fear.
Whether you're leading a team through technological transformation, seeking greater resilience in your leadership approach, or contemplating your next professional chapter, Sampson's insights offer a refreshing alternative to conventional leadership development. Follow his work at willsampson.co to learn more about his upcoming book, "The Resilience Stack," and leadership programs.
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Presented by John Wandolowski and Greg Powell