Jack’s covered so many miles, his quads could probably get verified. But this episode isn’t about distance—it’s about depth.
From Calendar Year Triple Crown thru-hiker to dirtbag mentor to outspoken activist, Jack’s evolution has been public, personal, and full of hard choices. In this intimate, funny, and sometimes heavy conversation, we cover:
The shifting why that fuels his steps today
Why he canceled a 1,776-mile protest hike out of fear for his safety
The new plan he’s carving out instead—and what keeps him grounded
Dirtbag ingenuity when gear fails big time
Wild stories from the trail (and the weirdest item he’s seen someone carry)
Who’d play him in the biopic of his life—and what scene has to be included
If you’ve ever felt torn between purpose and protection, activism and adventure—this one’s for you.
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