How to Be Unhappy in a Whole New Way

How to Be Unhappy in a Whole New Way

July 13, 2026 · 10 min · Episode 835

About this episode

The episode explores the feelings of emptiness that can follow significant achievements and how to navigate this transition in a constructive way.

What happens after you finish the thing that gave your life structure and meaning? Whether it's writing a book, raising kids, winning a championship, or completing a major goal, the end of one chapter often leaves us feeling empty. In this episode, I explore why that emptiness isn't a sign that something is wrong, but a signal that you're ready to be challenged by life in a new way. In this episode, I discuss: Why achievement often leads to a surprising sense of emptiness The difference between rest, recovery, and restlessness The psychology of the “arrival fallacy” Why the brain thrives on pursuit more than possession How purpose gives shape to our discomfort Why misery is trying to recreate the past How to become “unhappy in a whole new way” Thrive With Leo Coaching :  If you want to reduce your psychological pain, regain your purpose and forge your own path, go to www.thrivewithleo.com to begin your journey. If you or anyone you know is considering suicide or self-harm, or is anxious, depressed, upset, or needs to talk, there are people who want to help: In the US:  Crisis Text Line : Text CRISIS to 741741 for free, confidential crisis counseling.  The National…

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