On The Brink With Andi Simon

Summary Retirement is often framed as a personal milestone—a moment when we step away from work and into freedom. But what if retirement isn't just about leaving a job? What if it's about navigating the deep relationships, identity shifts, and responsibilities we carry with us into what comes next? In this episode of On the Brink with Andi Simon, Andi speaks with Katherine Crewe, a Tech/Vistage chair in Canada, whose thoughtful approach to retirement reveals a powerful truth: transitions are not events—they are processes. The Myth of the Clean Exit: Leaving Work Isn't Leaving Relationships  Katherine's story challenges the idea that retirement is a simple, clean break. After decades in biomedical engineering and leadership, she moved into a role guiding CEOs and executives. Now, in her late sixties, she is not "done"—she is reflecting, recalibrating, and carefully designing her transition. What makes her journey so compelling is this: she is not just leaving a role—she is stepping away from a community. As a