The Spy interviews Clay Jackson, a recently retired CEO who shares his journey into retirement, emphasizing the importance of hobbies, intellectual stimulation, and maintaining relationships. Clay discusses his various interests, including golf, reading, and photography, and how these pursuits have enriched his life post-retirement. The conversation also touches on the challenges of transitioning into retirement, the significance of mental health, and the value of community and friendships in this new phase of life. In this conversation, Clay Jackson and Duncan Gibbs explore the dynamics of a unique symposium focused on intellectual stimulation and presentations. They discuss the importance of group composition, preparation for presentations, and the value of diverse topics. Clay shares insights on the significance of liberal arts education and the need for individuals to prepare for retirement by cultivating interests outside of work. The conversation emphasizes curiosity and the joy of lifelong learning.

In this engaging interview, retired executive Mike Kiepura shares his inspiring journey into aviation, highlighting the steps to becoming a pilot in retirement, the challenges faced, and the incredible freedom and purpose flying has brought to his life. Discover practical advice for aspiring pilots and the transformative power of pursuing new passions in retirement.

This episode explores the realities of retirement, emphasizing the importance of planning beyond finances, including social connections, health, purpose, and mindset. Duncan Gibbs shares insights on how to thrive in retirement by adopting a proactive, intentional approach to this life phase.