The Grateful Podcast with Jack Wagoner
You can be grateful for what you have and still strive for more. The duality of gratitude and success is a difficult concept to grasp, but understanding it is invaluable in both your success and well-being.
On the Grateful Podcast, Jack and his guests explain how everyone has opportunities and choices to go after the life they want, and they owe it to themselves to do just that. You must recognize and be grateful for what you have in order to get the best out of yourself moving forward.
There are conversations ranging from business to mental health and everything in between as well.
The Grateful Podcast with Jack Wagoner
Why Achieving More is NOT The Answer with Jess Prudhomme | 88
The Grateful Podcast with Jack Wagoner
Episode 88
Guesting Jess Prudhomme
At 35, Jess Prudhomme had checked every box: corporate success, a polished identity, a picture-perfect marriage. But beneath the surface was a quiet ache — the haunting question, “Is this really me?”
In this raw and powerful conversation, Jess shares how her greatest detours — divorce, quitting her job, walking away from security — were not breakdowns, but breakthroughs. Together, we explore:
- Letting go of identities that no longer fit
- Why ambition can be a mask for fear
- How to follow a gut feeling without a plan
- Why success is nothing without alignment
- How to trust yourself when everything feels uncertain
Chapters:
00:00 Introduction to the Journey of Self-Discovery
03:05 The Courage to Pivot: Leaving the Corporate Grind
05:57 Unraveling Identity: Who Am I Without My Job?
08:57 The Importance of Being Present
11:27 Navigating Relationships and Friendships
14:38 Fear-Driven vs. Purpose-Driven Ambition
17:28 The Role of Therapy and Introspection
20:33 Embracing Stillness and Rest
23:45 The Power of Gratitude in Life's Detours
26:36 Transforming Adversity into Growth
29:34 The Journey of Self-Reclamation
32:28 Trusting Your Gut: Making Decisions for Yourself
35:30 The Art of Letting Go
38:34 Celebrating Non-Traditional Success
41:24 Finding Fulfillment Beyond External Validation
44:25 Exploring Life's Possibilities
47:12 Inspiring Others Through Vulnerability
50:08 The Duality of Gratitude and Ambition
53:11 Conclusion: Embracing the Journey Ahead
Jess is the host of The Great Detour Podcast, and her story is a reminder that you are not your job, not your title, and not your performance. You are enough — even in the in-between.
🎧 Follow Jess:
Instagram: @thegreatdetour
Website: https://thegreatdetour.com
YouTube: https://www.youtube.com/@TheGreatDetourPodcast
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📺 Watch the full episode on YouTube:
https://youtu.be/r1N4agSN0k0
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🧠 More from Jack:
Newsletter (Magic, Meaning & Momentum): https://magic.beehiiv.com/v1/aa6b0945-43aa-43c8-b320-0fde6998f852?email=%7B%7Bemail%7D%7D
Instagram: https://www.instagram.com/jack_wagoner_/
1:1 Coaching & Dream-Chasing Guidance: jackcwagoner@gmail.com
💬 If you found this conversation meaningful, send it to a friend and leave a review. It really helps more people find this kind of soul-nourishing content.
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🎙️ About Jack:
I’m an 18-year-old high school student with a big dream: to show the world that you can be grateful and ambitious at the same time. Through The Grateful Podcast, I explore what it means to live a meaningful life—one deep conversation at a time.
