Free Outside

The Good Wolf with Yassine Diboun

May 15, 2026·1h 8m
Episode Description from the Publisher

Yassine Diboun comes on to talk about imposter syndrome, ultra running, positivity, sobriety, community, and why none of us actually feel as confident as we pretend to.Yassine has been in the ultra running world for nearly 20 years, from the old-school blog era and handwritten race applications to modern 200 milers and social media comparison culture. We talk about how the sport has changed, why we still get nervous at races, and how you can be incredibly accomplished at one thing while still feeling like a beginner at another.We also dive into Yassine’s “good wolf vs bad wolf” mindset, how he practices positivity without pretending life is perfect, and why community might actually be the most important part of trail running.Along the way we cover:The early days of ultra runningCocodona 250 and Mammoth 200Heat training and race anxietyHallucinations and sleep deprivationWhy comparison steals joySobriety and endurance sportsKids, trail running, and staying playfulWhy hard things should still be funThe mental side of ultra runningSupport 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 jeff@freeoutside.comWatch 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#Trailrunning #Runningnews #Outdoors #Outdooradventure

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