Before You Set Your Next Big Goal

05/01/2026 28 min

Listen "Before You Set Your Next Big Goal"

Episode Synopsis

Endurance sports give me structure when life feels chaotic. Miles are measurable. Effort makes sense. Pain feels productive. For a while, that clarity can feel like purpose.In this episode, I zoom out on the uncomfortable truth that endurance sports have limits. The miles don’t fix self-worth, resolve identity, or heal everything we try to bury under training. I talk about what happens when the goal stops working, not because of injury or burnout, but because motivation quietly expires. Through stories from the Calendar Year Triple Crown, the Great Western Loop, and learning to slow down, this is an honest look at why I chase big goals and how I’m trying to keep doing hard things for the right reasons.Sponsors: Sawyer, Janji, Garage Grown Gear, CS Instant Coffee.Support our Sponsors: Sawyer: https://www.sawyer.com/Janji (code: Freeoutside): https://snp.link/a0bfb726CS Coffee: CSinstant.coffeeGarage Grown Gear: https://snp.link/db1ba8abChapters00:00 The Journey into Endurance Sports02:58 Understanding Motivation and Its Limits12:01 The Role of Endurance Sports in Self-Discovery18:43 Finding Meaning Beyond Goals26:12 Reflecting on Personal Growth and Future DirectionsSubscribe 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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