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CASUAL MONDAYS PODCAST
April 27, 2026

Your Job in Retirement? You are the CEO of Your Own Wellness

You spent 30 years crushing quarterly targets. Revenue goals. Project deadlines. Performance reviews. You hit your numbers. And then you retired. Suddenly, all that strategic thinking, all that discipline, all that relentless focus... has no target. Until now. This episode reframes wellness as your primary "job" in retirement—not as an obsession, but as a strategy. Because here's the uncomfortable truth: you can have $5 million in the bank, but if you lose your health at 68, that money just f...
April 13, 2026

The Social Network Reboot - Building Real Community After Your Career

Your work friends are fading. Your social calendar feels empty. And asking someone to grab coffee at 53 feels like middle school all over again. This episode tackles the isolation epidemic that nobody warns you about in early retirement—and provides actionable frameworks for building authentic community when the built-in social structure of your career disappears. Because here's the truth: your work friendships were proximity-based, not choice-based. Now you have the opportunity to build somet...
March 23, 2026

Resolution Reset - Abandoning Your Failed Plans and Making This Year Count

You crushed every Q4 target for 30 years. Hit your numbers. Delivered projects. Earned promotions. But your personal resolutions? Failed by February. Again. Here's the thing: the framework that made you successful at work doesn't work in retirement. And until you understand why, you're going to keep disappointing yourself every January. This episode introduces the Values-First Resolution Framework and the Three-Resolution Maximum—a system designed specifically for life after career. In This Ep...
Feb. 9, 2026

Creating Structure Without the 9-to-5

It's 10:47 on a Tuesday morning. You're still in your pajamas, scrolling your phone. You had vague plans—organize the garage, call a friend, hit the gym. But there's no meeting at 11. No deadline at noon. No boss wondering where you are. It's now 11:23, and you're thinking: "I've been retired for three months. Why does every day feel like Saturday, but without the satisfaction of having earned it?" Welcome to the paradox of retirement: you finally have all the time in the world, and somehow non...
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Jan. 19, 2026

Finding Your Ikigai - Your Reason for Being

You've retired. You can fill every hour with activities—golf, volunteering, travel—and still feel empty. You're busier than when you worked, but something fundamental is missing. This episode introduces the Japanese concept of ikigai (your reason for being) and explores how to discover genuine purpose beyond staying busy. Ikigai isn't found in a lightning-bolt moment on a mountaintop. It's cultivated through experimentation, reflection, and small daily adjustments. In this episode, we explor...
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Dec. 25, 2025

Who Am I Without A Business Card? The Identity Shift

"So, what do you do?" Three weeks after leaving my 25-year career in luxury hospitality, I froze at this simple question. According to Harvard Business School research, I'm far from alone—the retirement identity crisis is one of the most profound psychological challenges that nobody talks about. In this episode of Casual Mondays, we explore why losing your professional identity hits so hard (even if you were ready to leave), and I share 7 research-backed strategies for navigating the transition successfully. Whether you're already retired and struggling with "who am I now?"—or still working but worried about this shift—this episode gives you the frameworks and permission you need to build a richer sense of self on the other side.
Dec. 9, 2025

Welcome to Casual Mondays

Welcome to Casual Mondays, the retirement podcast for those who’ve closed the office planner and opened the door to tomorrow. Whether you're planning for retirement or already made the transition, join us for conversations about what happens after you step away from the 9-to-5: from day one plans to shaping a second act that’s as fulfilling as it is flexible. Expect expert advice, inspiring stories, and actionable tips for designing a life that’s rich in experiences, purpose, and joy. Trade y...
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