The Good Wolf with Yassine Diboun

The Good Wolf with Yassine Diboun

From Free Outside by Jeff Garmire

May 15, 2026 · 1h 8m

About this episode

Yassine Diboun discusses imposter syndrome, ultra running, and the importance of community in trail running.

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 running Cocodona 250 and Mammoth 200 Heat training and race anxiety Hallucinations and sleep deprivation Why comparison steals joy Sobriety and endurance sports Kids, trail running, and staying playful Why hard things should still be fun The mental side of ultra running Support our Sponsors: Sawyer: https://sawyerdirect.net/ Janji (code: Freeoutside): https://snp.link/a0bfb726 CS Coffee: CSinstant.coffee…

People in this episode

Host: Jeff Garmire

Guest: Yassine Diboun

Topics covered

  • imposter syndrome
  • ultra running
  • positivity
  • sobriety
  • community
  • mental side of sports

Keywords

  • ultra running
  • imposter syndrome
  • positivity
  • sobriety
  • community
  • race anxiety
  • mental health

Sponsors

Sawyer, Janji, CS Coffee, Garage Grown Gear

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