In this episode of Uncover the Human, Cristina Amigoni and Alex Cullimore are joined by Andy DeShong for a deep, philosophical conversation on the intersection of AI, leadership, and humanity. Together, they explore the profound shifts artificial intelligence is bringing to the workplace and education, from redefining job roles to reshaping how people relate to change and uncertainty. Andy, a seasoned technology leader, shares personal reflections on leading teams through disruption, emphasizing the importance of trust, adaptability, and the human element in navigating a rapidly evolving landscape.
The conversation ranges from the mind-blowing pace of AI development to the necessity of building cultures rooted in psychological safety and mission alignment. With humor and candor, the group dives into how organizations can shift from rigid role definitions to connection-driven collaboration, why liberal arts and critical thinking are making a comeback, and how authenticity and empathy are vital leadership traits in uncertain times. The episode closes with Andy’s powerful philosophy: the “speed to WTF” moment in a relationship is the real measure of team trust—and maybe the future of effective leadership.
