Dylan Bowman is Still Figuring it Out

Dylan Bowman has spent much of his life in trail running, first as a professional athlete and now as the founder of Freetrail, one of the sport's most influential media platforms. But what happens when the thing you love becomes the thing you're responsible for building? And how do you know whether the sacrifices have been worth it? [Long Live the Local Ultra | Nov 1 | Salt Lake City] Presented by Kiprun. Josh sits down with Dylan at San Francisco Running Company for a conversation about ambition, identity, and the complicated relationship between running and the business of running. They get into the personal and financial cost of building Freetrail, the pressure of becoming a prominent voice in the sport, the strange world of trail running memes, and where professional trail running might be headed. Somewhere in all of it is a guy who's accomplished a lot and is still figuring out what success looks like. Please give us a follow, rate the podcast, and give a review. Thumbnail photo: Ryan Thrower If you’re new to Borderlands, start here. Topics / Timestamps 00:00 — Cold Open: Was It Worth It? 02:20 — Dylan's Complicated Relationship With Running 10:23 — The Personal and Financial Cost of Freetrail 15:42 — Ambition, Competition, and the Inner Critic 23:41 — Building Freetrail Into an Institution 29:56 — Influence, Responsibility, and the Future of Trail Running 40:48 — The Future of Professional Trail Running 46:35 — Backyard Ultras, Barkley, and What Defines the Sport Resources / Links Freetrail Salt Lake Foothills Trail Races Josh Rosenthal on IG Borderlands.cc Related Episodes Ultra Running isn't Just Running ---- Borderlands explores trail running through culture, media, and the forces shaping it. Watch on YouTube Read on Substack