The Freetrail Podcast with Dylan Bowman Dylan Bowman on The Drop Podcast
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Mar 13, 2026 Dylan Bowman, professional ultrarunner and founder/CEO of FreeTrail, mixes media, races, and community building. He discusses growing FreeTrail, the toll and rewards of leading events, balancing family and recovery, a packed 2026 events calendar, and his current shoe rotation. Short, lively stories about hosting grassroots races and shaping trail running culture.
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FreeTrail Is Media Plus Events
- FreeTrail is both a media and events company focused on bringing ESPN-level coverage to trail running.
- They combine always-on podcasting with race coverage and storytelling to create a fan-first "trailgating" experience at events like Big Alta and Gorge Waterfalls.
Burnout Led To A Hard Lesson On Balance
- Dylan candidly describes burnout from letting the business consume him and the resulting declines in health and running enjoyment.
- He now feels fitter than in years and is learning to accept that success brings more work rather than ease, so finding sustainable recovery is his new priority.
Choose Training And Family Over FOMO Travel
- Prioritize family and training when possible even if it means skipping in-person race coverage.
- Dylan stayed home during two simultaneous golden-ticket races to train and support his family while his team covered both events remotely.