Dylan Bowman: Trail Running at a Crossroads?

Dylan Bowman returns to the Singletrack Podcast for a wide-ranging, in-person conversation from our Olympic Valley, CA studio just days before the 2025 Western States 100. As the founder of Freetrail and a key figure behind TrailCon, Dylan has spent the last few years shaping the conversation around what trail and ultrarunning can—and should—become. In this episode, we dive deep into the evolution of the sport, how media and storytelling are influencing the culture, and what role platforms l...