EPISODE · Sep 12, 2025 · 17 MIN
Homeless by Choice: Redefining My Why
from Free Outside · host Jeff Garmire
In this soul-spilling solo episode, I get honest from a borrowed cabin (and even more borrowed fishing hat) about why I gave up my home, comforts, and stability to chase a 40+ day goal on the Appalachian Trail. This isn’t just about trying to set an FKT—this is about redefining why we go after anything in life. I break down what it means to pursue something uncertain, unplug from the chaos, and find the rawest form of purpose in a world drowning in notifications, optics, and comparison traps.From unexpected homelessness to deep reflections on fear, failure, self-worth, and the primal joy of moving through wild places, this episode is a deep dive into what motivates me—and maybe what can motivate you too. No pretense. No performance. Just truth, vulnerability, and a reminder that trying is enough.Plus: gear talk, sponsor love, and why I might be cramping somewhere on the AT as you listen.Brought to you by:Janji. (wearing the AFO Ultra Shorts right now)Garage Grown GearCS Instant CoffeeChapters00:00 Introduction and Personal Journey03:14 The Importance of Defining Your Why06:05 Embracing the Challenge of the Appalachian Trail08:49 Finding Pride in Personal Goals12:08 Overcoming Fear and Embracing the UnknownSupport the show: patreon.com/freeoutsideSubscribe to Substack: http://freeoutside.substack.comSupport this content on patreon: HTTP://patreon.com/freeoutsideBuy my book "Free Outside" on Amazon: https://amzn.to/39LpoSFEmail me to buy a signed copy of my book, "Free Outside" at [email protected] the movie about setting the record on the Colorado Trail: https://tubitv.com/movies/100019916/free-outsideWebsite: www.Freeoutside.comInstagram: thefreeoutsidefacebook: www.facebook.com/freeoutside
What this episode covers
In this soul-spilling solo episode, I get honest from a borrowed cabin (and even more borrowed fishing hat) about why I gave up my home, comforts, and stability to chase a 40+ day goal on the Appalachian Trail. This isn’t just about trying to set an FKT—this is about redefining why we go after anything in life. I break down what it means to pursue something uncertain, unplug from the chaos, and find the rawest form of purpose in a world drowning in notifications, optics, and comparison traps.From unexpected homelessness to deep reflections on fear, failure, self-worth, and the primal joy of moving through wild places, this episode is a deep dive into what motivates me—and maybe what can motivate you too. No pretense. No performance. Just truth, vulnerability, and a reminder that trying is enough.Plus: gear talk, sponsor love, and why I might be cramping somewhere on the AT as you listen.Brought to you by:Janji. (wearing the AFO Ultra Shorts right now)Garage Grown GearCS Instant CoffeeChapters00:00 Introduction and Personal Journey03:14 The Importance of Defining Your Why06:05 Embracing the Challenge of the Appalachian Trail08:49 Finding Pride in Personal Goals12:08 Overcoming Fear and Embracing the UnknownSupport the show: patreon.com/freeoutsideSubscribe to Substack: http://freeoutside.substack.comSupport this content on patreon: HTTP://patreon.com/freeoutsideBuy my book "Free Outside" on Amazon: https://amzn.to/39LpoSFEmail me to buy a signed copy of my book, "Free Outside" at [email protected] the movie about setting the record on the Colorado Trail: https://tubitv.com/movies/100019916/free-outsideWebsite: www.Freeoutside.comInstagram: thefreeoutsidefacebook: www.facebook.com/freeoutside
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Homeless by Choice: Redefining My Why
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