Ep. 78 | Why Successful Men Feel Empty After Hitting Their Goals (And What To Do Next) episode artwork

EPISODE · Feb 22, 2026 · 55 MIN

Ep. 78 | Why Successful Men Feel Empty After Hitting Their Goals (And What To Do Next)

from The Quiet Work · host Matt Wis

https://www.linkedin.com/in/jordanalexandersle/Website: https://www.straightlineentrepreneur....In this episode of The Quiet Work Podcast, I sit down with Jordan Alexander, entrepreneur, transformation coach, and founder of Straight Line Entrepreneur.We talk about why successful men feel empty after hitting their money goals, the internal work that drives real growth, fatherhood, identity, and what it takes to win in every area of life — not just business.Timestamps0:00 – Introduction & Who Is Jordan Alexander1:11 – How the Name "Straight Line Entrepreneur" Was Born5:19 – 17 Years of Prep Before Starting His Business16:03 – You're Not Broken. You Don't Need Fixing.18:27 – What Absent Fathers Pass Down to Their Kids21:22 – Pain Is Fuel — But Only Up to a Point36:28 – How Jordan Grows as a Coach: His Daily Practice38:46 – Why Breath Work Starts Every Client Call41:27 – Jordan's Goal: 8-Figure Personal Brand & Impact at Scale

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Ep. 78 | Why Successful Men Feel Empty After Hitting Their Goals (And What To Do Next)

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