Why High Achievers Still Feel Empty After Success & How to Fix It featuring Brad Stulberg
Release Date: 03/06/2026
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What does it actually mean to pursue excellence without losing your peace, your family, or yourself in the process? In this episode, I sit down with New York Times bestselling author Brad Stulberg to unpack the tension so many driven men feel: the desire to achieve at a high level while still living a meaningful and grounded life. Brad shares insights from his book The Way of Excellence and explains why humans are wired to strive — but not necessarily wired to feel content once we achieve. We dive into the trap many high-performing men fall into: constantly chasing the next...
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info_outlineWhat does it actually mean to pursue excellence without losing your peace, your family, or yourself in the process?
In this episode, I sit down with New York Times bestselling author Brad Stulberg to unpack the tension so many driven men feel: the desire to achieve at a high level while still living a meaningful and grounded life. Brad shares insights from his book The Way of Excellence and explains why humans are wired to strive — but not necessarily wired to feel content once we achieve.
We dive into the trap many high-performing men fall into: constantly chasing the next milestone, promotion, or accomplishment while never feeling satisfied. Brad also shares powerful insights for fathers on how to help their kids develop a healthy relationship with effort, competition, and self-worth. If you’re a driven man who struggles to slow down and enjoy the journey — or you want to raise kids who value effort and character over outcomes — this conversation will challenge how you think about success.
Timeline Summary
[0:00] Introducing Brad Stulberg and the idea behind The Way of Excellence
[2:29] Why humans are wired to strive but not wired for contentment
[8:57] The trap of “heroic individualism” and chasing achievement
[11:04] Why success alone often leaves people feeling empty
[20:08] The mountain metaphor for achievement and fulfillment
[26:04] The importance of pausing to appreciate the journey
[29:00] Helping kids avoid tying self-worth to results
[34:46] Why youth sports should focus on development over winning
[41:01] Separating identity from performance
[48:55] The real goal of youth sports: helping kids want to play again next year
Five Key Takeaways
- Humans are wired to strive, which means the next achievement rarely brings lasting satisfaction.
- True excellence is about pursuing something worthwhile that aligns with your values.
- Focusing only on outcomes causes us to miss the meaning of the journey.
- Kids need to learn that effort and growth matter more than results.
- Fulfillment comes from aligning ambition with presence, purpose, and values.
Links & Resources
- The Way of Excellence (Book): https://www.amazon.com/Way-Excellence-Greatness-Satisfaction-Chaotic/dp/0063385945
- Roommates to Soulmates Preview: https://thedadedge.com/soulmates
- Episode Link & Resources (Episode 1448): https://thedadedge.com/1448
Closing
If you’re a driven man constantly chasing the next milestone, this episode is a reminder to pause and ask yourself an important question: What does excellence actually mean for my life?
Success without alignment will always feel empty. But when your ambition is grounded in values, presence, and purpose — that’s where real fulfillment lives.
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Go out and live legendary.