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June 24, 2025 64 mins

In this Fireside Chat episode, we sit down with John Calabrese—aka Breezy Trailhead—for a raw, funny, and inspiring conversation about life, running, and community. From pineapple pizza debates to finishing the Barkley Fall Classic, John shares how personal struggles, including a messy divorce and military life, led him to discover the transformative power of endurance sports.

With 16 DNFs and countless stories from grassroots races like Jarman’s Invitational, John opens up about how ultra running became his therapy, and how caregiving for a young athlete changed his perspective on inclusion in sport. Now in his mid-40s, John is navigating injury recovery and shifting toward triathlon, all while staying true to the joy of movement and community.

This episode is for every everyday athlete who trains with heart, embraces failure, and shows up anyway.

Tune in for stories that will make you laugh, think, and maybe even crave a slice of pineapple pizza.

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