Why Chasing Happiness Leaves You Empty (And What Actually Works) episode artwork

EPISODE · Mar 26, 2026 · 5 MIN

Why Chasing Happiness Leaves You Empty (And What Actually Works)

from Dating to Win · host Matt Russo

Why do so many people feel empty… even when everything in their life looks fine? We’ve been taught to chase happiness. To follow what feels good. To walk away from anything that doesn’t. But what if that mindset is exactly what’s leaving people feeling lost, unfulfilled, and disconnected? In this episode of Dating to Win, we break down why chasing happiness doesn’t work—and what actually leads to a life that feels meaningful. You’ll learn: Why happiness was never meant to lead your life Why so many people feel “off” but can’t explain why The difference between happiness and purpose How to stop feeling empty and start building something real Because happiness comes and goes… But a life built with direction is something you can stand on.

Episode metadata supplied by the publisher feed · Published Mar 26, 2026

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Why do you feel empty even when life looks good? This episode breaks down why chasing happiness doesn’t work—and how building purpose leads to real fulfillment.

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