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The Grateful Podcast with Jack Wagoner
Episode 78
In this raw and reflective solo episode, Jack Wagoner records a late-night message just hours before leaving on a cross-country road trip—and only days after graduating high school.
It’s a moment suspended in time: everything feels the same, and yet everything is about to change. From letting go of childhood and buzzing off his beloved curls, to saying goodbye to the people who shaped him, Jack opens up about the beauty and sadness of transition, the fleeting feeling of big milestones, and what it means to truly trust life.
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🎯 Topics Covered:
• Why reaching your biggest goals can feel… weird
• The grief of growing up and moving on
• Family, time, and the bittersweet nature of change
• Letting go of identity (even the hair you loved)
• How to hold gratitude and excitement at once
• Learning to trust the unknown
• Reflections on purpose, presence, and becoming
Timestamps:
00:00 The Fleeting Nature of Achievement
02:46 Embracing Change and New Beginnings
05:59 Gratitude and Reflection on Growth
📺 Watch the full episode or listen on your favorite platform:
Spotify/Apple: https://podcasts.apple.com/us/podcast/the-grateful-podcast-with-jack-wagoner/id1725776061
Subscribe for more deep conversations with thinkers, seekers, and soulful creators. 🙏
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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: [email protected]
💬 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.

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