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Chapter X with Michael Kay

Michael F 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-c...

Episodes

20 of 122 episodes

The Retirement Answer with Dan Goldie

Retirement is filled with decisions, and the choices we make today can have a lasting impact on our lives. With so much conflicting advice o...

38:04Oct 14, 2026

Who Are You When No One Needs You?

The first six months of retirement may be the easy part. At first, there may be travel, projects, and long-awaited plans to fill the time. B...

42:53Oct 7, 2026

How to Get Comfortable With Not Knowing

We spend a lot of time thinking about the past or worrying about the future. What gets lost in between? For Dr. Evan Fishman, that question...

33:21Sep 30, 2026

When Achievement Is No Longer the Goal

For people who've spent decades succeeding at work, life comes with a scoreboard. There are goals to hit, problems to solve, and clear ways...

44:14Sep 23, 2026

The Four Pillars of a More Joyful Life

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 architect...

35:20Sep 16, 2026

What Retirement Changes for Couples

One partner's retirement dream may look very different from the other's. Maybe one of you imagines traveling and spending every day together...

27:18Sep 9, 2026

Retirement on Your Own Terms

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 t...

40:55Sep 2, 2026

Creativity Has No Age Limit

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 h...

31:57Aug 26, 2026

What Happens After You Reach the Top?

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...

36:25Aug 19, 2026

You Can Reinvent Yourself Again

What did you love before work and responsibility took over? As kids, we followed our curiosity without worrying whether an interest was prod...

40:45Aug 12, 2026

What Makes Retirement Different for Executives

Retirement isn't just the end of a career. For many executives, it's the first time they've had to redefine who they are without the title t...

47:38Aug 5, 2026

You're More Creative Than You Think

Creativity isn't reserved for artists. It's something we use every day to solve problems, adapt to change, and discover new possibilities. T...

45:35Jul 29, 2026

The Joy of Becoming a Beginner Again

We tend to avoid anything we won't be instantly good at. Richard Sparks has spent forty years proving that instinct is wrong. Richard is a w...

41:29Jul 22, 2026

What Happens After You Sell the Business

We spend decades working toward the exit. But what happens once we actually get there? Today I'm speaking with Jack Calhoun, who sold his we...

45:10Jul 15, 2026

The Four Questions That Shape Retirement

What can we learn from someone who spent weeks living in retirement communities and interviewing dozens of retirees? That's exactly what tod...

44:01Jul 1, 2026

Retirement Is Not Leaving the Arena

Jake Fishbein joined his first men's group for research. He was helping write a novel about men's groups and thought he should probably see...

41:40Jun 24, 2026

What Success Can't Give You

Loneliness isn't something we usually associate with successful people. When the career ends, where do purpose, connection, and belonging co...

41:37Jun 17, 2026

Becoming the Father You Needed

Larry Hagner was nine months old when his father left. For years, he searched for answers about the man he barely knew and the impact that a...

48:16Jun 10, 2026

What Matters More Than Living Longer?

What if the goal isn't just to live longer, but to remain capable of doing the things you love for as long as possible? After decades as a p...

46:14Jun 3, 2026

Why the Things We Loved as Kids Stay With Us

What if the things you loved most as a kid still hold clues about the life you actually want now? I still remember Yankees games crackling t...

39:13May 27, 2026