Navigating Life’s Big Transitions: A Conversation with Olympian Cassidy Krug

In this special episode of Convos from the Couch, we chat with Olympic diver and author Cassidy Krug to explore what really happens after life’s biggest moments. Joined by former fellow diver and Senior Growth Marketing Manager McKenze Rogers, Cassidy opens up about her journey from elite athlete to writer, parent, and someone continually learning to navigate change.

Together, they talk about the emotional realities of transition — the uncertainty and the “murk” that often follows major milestones. Cassidy shares insights from her book Resurface, including what she discovered while interviewing dozens of people about the turning points in their own lives. From Olympians and cancer survivors to those redefining themselves after career shifts, she explains how shared themes emerge across very different experiences.

Listeners will hear practical ways to move through change with compassion, from embracing vulnerability to giving yourself permission to grieve what you’ve left behind. Cassidy also offers approachable tools — like novelty weeks, reframing failure, and seeking connection through informational conversations — that can help anyone feel less alone in their next chapter.

Learn more about Cassidy’s book Resurface.