In this week’s Midlife Remix, I sat down with Paige Scott, Senior Partner and leader of the Asset Management practice at Kingsley Gate, to talk about the crossroads many Gen X leaders are facing: career transition, changing values, multi‑generational teams, and the courage it takes to live and lead from alignment. Below are the core themes from our conversation, the questions I’m asking clients right now, and a simple practice Paige swears by to re‑center your path.

“The people whose identity is tied to their work… when that work goes away, many get lost. For them, work is purpose, importance, growth, learning, making money. But once it ends, they’re stuck. The only difference between a rut and a grave are the dimensions.”“The people whose identity is tied to their work… when that work goes away, many get lost. For them, work is purpose, importance, growth, learning, making money. But once it ends, they’re stuck. The only difference betw

“I was afraid the whole thing would collapse. That I’d have to tell the people who trusted me that I lost their money. I was under pressure. And I wasn’t s

He rebuilt his career as a portfolio of roles: consulting provided stability, teaching gave him joy, and experimenting with emerging technologies stretched his curiosity and kept him future-ready. In every era, there is a “curve” leaders must learn to ride, and today that curve is AI. It is moving faster than most of us can process, and it is already redrawing the boundaries of entire professions. The same curiosity that pushed Yogesh to walk away from corporate life is now m

Leadership has always involved guiding teams through uncertainty, making tough decisions, choosing priorities, and building on years of experience. Artificial intelligence is transforming how we do this work by changing the pace and tools available. We will always need leaders, but the real question is: which leaders will develop the skills to select the right priorities, understand AI, and leverage it effectively in an AI-driven world?

A few years ago, everything looked right on the surface: a respected title, solid compensation, and a seat at the table where decisions were made. It’s the kind of position I once thought I’d wanted. But instead of feeling fulfilled, I've noticed a feeling of restlessness.. I question whether I’m growing, whether I’m aligned, and if this is it. I’ve started to see that some of my decisions haven’t been fueled by purpose, but by a fear of losing what I’ve worked so hard

At some point in your career and in your life, you start asking different questions. Not How do I get ahead? But What am I building? Not How do I lead others? But Am I leading in a way that actually feels like me?

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There’s a feeling of deep melancholy in our generation and a low-level, underlying sense of discomfort that doesn’t always scream for attention, but it’s real. And it’s often the first sign that something deeper needs to shift. For many Gen Xers, it’s the realization they never got to where they thought they’d be, and they quietly carry that disappointment. For others, it’s worse: they got there, did everything right, and discovered they don’t even like what they are doing. A

Couples can drift apart without realizing it, somewhere between careers, kids, and simply trying to keep life moving. My wife and I have...

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We’re the generation who learned to rewind cassette tapes with a pencil, typed college papers in WordPerfect, and made calls from hallway...

If you're in your mid-40s or 50s, this moment may feel like an unraveling. The stock market is plummeting, chipping away at the nest egg you

You know that feeling—the nagging sense that something isn’t quite right at work. Maybe you wake up dreading your job or stopped feeling cha