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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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The Grateful Podcast with Jack Wagoner
Episode 86
Support the show: https://www.buzzsprout.com/2302168/support
In this solo episode, I open up about what it’s really like to choose the long game at 18 years old—pursuing my podcast, building a climbing clothing brand, and saying no to a typical summer job.
I talk about comparison traps, jealousy, creative isolation, and how I’ve found freedom by building a life that looks different—and loving it anyway. I also share the daily habits that make me more productive (even if they look “unproductive”), and why prioritizing joy, nature, and self-reflection has made all the difference.
Whether you’re carving your own path, chasing something unconventional, or just trying to stay motivated—this one’s for you.
⚡ Plus, I share my personal challenge: hitting 100,000 podcast downloads before I start college at Northeastern on August 31st.
Chapters:
00:00 Embracing Unique Goals and Discomfort
02:51 The Long Game: Building for the Future
05:45 Finding Freedom in Work and Life
08:44 Prioritizing Self-Care for Productivity
11:38 Mission for Growth: Podcast Goals and Support
📺 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.
92 episodes
