Resurface – Cassidy Krug

How much have you invested for the financial side of your retirement?

How about the non-financial side?

Join us for six Fridays starting on October 3rd and get moving on your roadmap.

Learn more here.

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Transitions are rarely easy, whether you’re leaving your career or any other life chapter that has helped define you. Cassidy Krug knows this firsthand. A 2012 Olympian in diving, she grew up immersed in the sport—coached by her parents, competing at Stanford, and training for years beyond. When she reached her dream of competing at the London Games, she also knew it was time to move on.

In this conversation, Cassidy Krug shares the lessons she learned about navigating major life transitions—from sport to career, and from an “all-in” life to an “à la carte” one. She talks candidly about the identity shifts, the uncertainty of new beginnings, and the importance of reflection, interpretation, and community. Her story offers inspiration and practical wisdom for anyone facing their own turning points, especially those contemplating or entering retirement.

Cassidy Krug joins us from Los Angeles.

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We Discuss

• The emotional challenges of retiring from something when you still love what you do
• Why we tend to cling too long to what we do—and what helps us let go
• The critical role of interpreting your story, not just reacting to change
• How asking for help (and informational interviews) opened new doors in her career
• Creating an “à la carte” life after diving, balancing career, creativity, and relationships
• The value of curiosity and trying new things—even when you’re used to being an expert
• Why investing in community matters so much after leaving a team or workplace
• The best advice she received (and what she wishes she had) about embracing change

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Bio 

Cassidy Krug is the author of Resurface: A Guide to Navigating Life’s Biggest Transitions. She is a former Olympic diver, a writer, and a brand and innovation strategist based in Los Angeles. She graduated from Stanford with an English degree and she won two NCAA diving titles there.

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For More on Cassidy Krug

Resurface: A Guide to Navigating Life’s Biggest Transitions

Website

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Podcast Conversations You May Like

The Portfolio Life – Christina Wallace

Strategic Quitting – Julia Keller

Edit Your Life – Elisabeth Sharp McKetta

The Skill Set for Life’s Transitions – Bruce Feiler

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About The Retirement Wisdom Podcast

There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.

About Retirement Wisdom

I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.

Schedule a call today to discuss how the Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one — on your own terms.

About Your Podcast Host

Joe Casey is an executive coach who helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a 26-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking.

Joe has earned Master’s degrees from the University of Southern California in Gerontology (at age 60), the University of Pennsylvania,