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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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What does “retirement” really look like for Gen Xers—and why do so many struggle with it?
In this episode, I sit down with Joy Levin, market research consultant turned retirement coach, who helps Gen X professionals design their encore years with purpose, connection, and freedom.
We dive into:
- Why retirement is no longer a five-year chapter but a 30-year journey—and what that means for planning.
- How our latchkey kid upbringing shaped Gen X resilience, adaptability, and desire for freedom.
- The social side of retirement—why isolation is one of the biggest post-corporate risks and how to avoid it.
- Common mistakes people make when transitioning out of corporate life.
- How to create your own “portfolio life” built on purpose, flexibility, and joy.
- Why couples need to plan their next chapter together—before one person books the world trip and the other says, “But what about the grandkids?”
Whether you’re years away from leaving corporate or already in your next chapter, Joy’s insights will help you think bigger, plan smarter, and make the most of the decades ahead.
Connect with Joy Levin:
• LinkedIn: Joy Levin
• Website: Gen X Exec Encore
308 episodes
