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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
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"The Good Wolf with Yassine Diboun" is an episode of Free Outside. Runtime 1 hr 8 min. Published May 15, 2026. Hit play above to stream it here, or open the free Spot Sports app for background play and offline downloads.
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- When was this episode published?
- May 15, 2026.
- How long is this episode?
- 1 hr 8 min.
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- Free Outside. Browse the full back catalog on the show page.
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- Free Outside covers running. This episode runs on the show's regular cadence.
