Transitioning to Retirement is a thoughtful, real-world conversation about what happens after the career ends—and the next chapter begins.
Hosted by Shaun Emerson, the series follows the retirement journey of Tom Rocco, a former marketing executive navigating life two and a half years beyond full-time work. Through candid discussions, the two explore the practical, emotional, and often unexpected realities of retirement.
From managing finances and Medicare to redefining purpose and identity, each episode tackles a different aspect of the transition. Along the way, Tom shares how he structures his time through internal and external projects, balances daily “life stuff,” and learns to manage both freedom and responsibility in a completely new way.
But this podcast goes beyond logistics. It’s about something deeper: how to create a life that feels meaningful, balanced, and fulfilling when the structure of work is no longer there.
Whether you’re approaching retirement, already there, or simply thinking about what comes next, Transitioning to Retirement offers honest insights, practical ideas, and a relatable perspective on one of life’s biggest transitions.
Intro/Outro music by Jared Rocco
Cover Art by Nathan Rocco