
163 - The Jeremy Hanson Podcast — "Success Hangover: Why Winning Doesn't Feel Like You Thought It Would"
From Optimized Entrepreneur / Jeremy Hanson by Fuzzy Life Entertainment
April 28, 2026 · 54 min · Episode 163
About this episode
Jeremy Hanson discusses the concept of 'success hangover' and why achieving goals may not lead to the fulfillment one expects.
The Jeremy Hanson Podcast — "Success Hangover: Why Winning Doesn't Feel Like You Thought It Would" In this episode of The Jeremy Hanson Podcast, host Jeremy Hanson takes on one of the most honest — and most avoided — conversations in entrepreneurship: the success hangover. The feeling that shows up after you hit the goal, make the money, or close the deal. The high that fades faster than you expected. The quiet, confusing emptiness where you thought fulfillment was going to live. Jeremy argues that the entire culture around entrepreneurship is built on a lie: the idea that success is a finish line. That once you cross it, everything will change, you'll finally relax, and the life you've been building toward will be delivered. But that's not how the human brain works. Success doesn't remove pressure — it replaces it. The moment you win, your brain moves the target. The celebration lasts forty-eight hours if you're lucky, and then the next thing shows up. The episode goes deep on why winning feels empty for so many high-performing operators. Jeremy explains that you were never actually chasing the goal — you were chasing the feeling you thought the goal would give you. Security…
People in this episode
Host: Jeremy Hanson
Topics covered
- success hangover
- entrepreneurship
- fulfillment
- high performance
- mental health
Keywords
- success
- entrepreneur
- pressure
- goals
- validation
- freedom
- habits
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