HeyJaredChapter X with Michael Kay
Navigating your next chapter after traditional work requires a new kind of bravery—especially for men. Michael and his guests speak straight to how to overcome the conditioning of our hard-charging career years and explore what will bring us fulfillment.
- Indexed episodes, last 90 days
- 10
- Latest publication
- Sep 16, 2026
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- Earliest in this view
- Jul 15, 2026
Latest episodes
The Four Pillars of a More Joyful Life (opens the original)
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How long can you keep doing what you're supposed to do before you realize it isn't working anymore? Ted Kopecko built a successful architecture practice, worked 16-hour days, and kept pushing forward until the life he created became one he no longer wanted to live. Today, Ted is the author of Finding Joy: The Journey of You. In this episode, we talk about breaking old patterns, questioning the stories we've been taught, and creating a new direction for life after work. We cover: The warning sign
What Retirement Changes for Couples (opens the original)
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One partner's retirement dream may look very different from the other's. Maybe one of you imagines traveling and spending every day together. The other likes the life, friendships, and routines they already have. If you haven't talked about what retirement will actually look like, you may be planning two very different futures. My guest today is therapist, coach, and author Dorian Mintzer. Dori contributed an important chapter to my book, How to Craft Your Chapter X, and she is the co-author of
Retirement on Your Own Terms (opens the original)
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What happens when you love your work too much to retire from it? David Fiala has spent more than 35 years helping people better understand themselves. When someone once asked him about retirement, his response was: "How can I retire from what I am?" David is a clinical social worker and author of *The Courageous Seeker*. His own path has taken him from working in casinos to exploring monastic life, with plenty of unexpected turns along the way. In this episode, David shares what he's learned abo
Creativity Has No Age Limit (opens the original)
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You're never too old to learn something new. Ed Friedman didn't grow up around the arts. In fact, he didn't see his first stage play until his late 20s. But as an adult, creativity became a big part of his life. Ed went on to act, write plays, and co-found Lifetime Arts, a nonprofit that helps older adults learn and create through the arts. Today, he's retired from the organization but still writing, acting, and trying new things. In this episode, Ed and I talk about creativity, community, and w
What Happens After You Reach the Top? (opens the original)
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Life has a way of telling us when something needs to change, even when we aren't ready to listen. My guest today, Mark Feinberg, spent years building companies, serving on boards, and chasing success. From the outside, everything looked right. But internally, Mark knew something was missing. After the sudden loss of his business partner and close friend forced him to stop, Mark began letting go of the identity he had built around achievement and exploring who he was beyond his career. In this ep
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