Do the Stupid Thing (Why Fun Matters More Than Optimization) episode artwork

EPISODE · Jan 13, 2026 · 23 MIN

Do the Stupid Thing (Why Fun Matters More Than Optimization)

from Free Outside · host Jeff Garmire

At some point, a lot of us stop doing things just because they’re fun.We start asking if it’s productive, if it makes sense, or if it leads somewhere. And if it doesn’t, we quietly stop. In this episode, I talk about why I think that’s a mistake.From running winter laps on Main Street for Burrito League, to racing in Crocs, wearing a tiger hoodie, thru-hiking instead of getting a normal job, and caring way too much about sports teams that don’t know I exist, a lot of the best things in my life would look stupid on paper. And they’re still worth doing.This episode is about choosing play, joy, and curiosity even when it doesn’t make sense to anyone else. Not everything has to be optimized. Not everything has to be impressive. Sometimes the stupid thing is the thing that keeps you showing up.Chapters00:00 Embracing the Joy of Stupidity05:21 The Pressure of Optimization10:54 Community and Competition in Fun15:44 The Value of Doing Dumb Things16:10 The Importance of Playfulness in Endurance Sports18:06 Finding Joy in the Journey20:53 Embracing the 'Dumb' Things in LifeSupport our Sponsors: Sawyer: https://sawyerdirect.net/Janji (code: Freeoutside): https://snp.link/a0bfb726CS Coffee: CSinstant.coffeeGarage Grown Gear: https://snp.link/db1ba8abSubscribe 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#Runningnews #Outdoors #Outdooradventure #DoTheStupidThing #FreeOutside #Ultrarunning #TrailRunning #BurritoLeague

At some point, a lot of us stop doing things just because they’re fun.We start asking if it’s productive, if it makes sense, or if it leads somewhere. And if it doesn’t, we quietly stop. In this episode, I talk about why I think that’s a mistake.From running winter laps on Main Street for Burrito League, to racing in Crocs, wearing a tiger hoodie, thru-hiking instead of getting a normal job, and caring way too much about sports teams that don’t know I exist, a lot of the best things in my life would look stupid on paper. And they’re still worth doing.This episode is about choosing play, joy, and curiosity even when it doesn’t make sense to anyone else. Not everything has to be optimized. Not everything has to be impressive. Sometimes the stupid thing is the thing that keeps you showing up.Chapters00:00 Embracing the Joy of Stupidity05:21 The Pressure of Optimization10:54 Community and Competition in Fun15:44 The Value of Doing Dumb Things16:10 The Importance of Playfulness in Endurance Sports18:06 Finding Joy in the Journey20:53 Embracing the 'Dumb' Things in LifeSupport our Sponsors: Sawyer: https://sawyerdirect.net/Janji (code: Freeoutside): https://snp.link/a0bfb726CS Coffee: CSinstant.coffeeGarage Grown Gear: https://snp.link/db1ba8abSubscribe 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#Runningnews #Outdoors #Outdooradventure #DoTheStupidThing #FreeOutside #Ultrarunning #TrailRunning #BurritoLeague

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Do the Stupid Thing (Why Fun Matters More Than Optimization)

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This episode was published on January 13, 2026.

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At some point, a lot of us stop doing things just because they’re fun.We start asking if it’s productive, if it makes sense, or if it leads somewhere. And if it doesn’t, we quietly stop. In this episode, I talk about why I think that’s a...

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