Dillon Osleger – Trails, Maps, and the Hidden Stories of Our Public Lands

Dillon Osleger

Dillon Osleger wears a lot of hats: geologist, professional mountain biker for Specialized, trail builder, public lands policy analyst and advocate, and now first-time author. His debut book, Trail Work: Restoring the Paths and Stories of America’s Public Lands, blends science, history, and personal reflection into a look at our relationship with the places we love. It’s already earned praise from the likes of Bill McKibben, Robert Moor, and former M&P guest Rick Ridgeway. And for whatever it’s worth, I loved it as well.  I’ve read a ton of books on public lands, and this one filled in many of the gaps in my knowledge on this super-important and timely issue.

Raised by two geologists who moved the family from Riverside to Austin to Northern California, Dillon grew up idolizing mountain legends like Rick Ridgeway and Jeremy Jones, and he wanted nothing more than to spend his life outside. He was, by his own account, a poor student—right up until a NOLS course at fifteen showed him he could learn through the things he was passionate about. That realization helped transform him from a 2.9-GPA high school student all the way to a scientist who holds a master’s in Earth Science, with a lot of biking, skiing, surfing, and fishing along the way.

We recorded this at Mountainfilm in Telluride, the morning after Dillon shared a stage with literary heroes like Kevin Fedarko. We cover his mountain upbringing, how mountain biking became his way of finding clarity, why he thinks the traditional classroom can be challenging for many curious and energetic kids, and the deep connections between public lands and the rural communities around them. We also get into the writers who shaped him—John McPhee, Wendell Berry, James Rebanks—and his belief that the world is far more purple than the red-and-blue map suggests. We also talk a lot about the process of writing his book and some of the biggest lessons learned from tackling such an ambitious project.  More than anything, this is a conversation about loving a place enough to do the work for it.

I loved this one. Enjoy!

Photos courtesy of Dillon Osleger


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Topics Discussed:

  • 0:00 – Introducing Dillon Osleger and highlighting TNC Colorado
  • 6:12 – A nervous morning
  • 8:39 – How Dillon got people interested in his book
  • 11:12 – Growing up moving around
  • 14:34 – Path to college
  • 16:28 – Finding the right academia 
  • 19:16 – Mountain biking
  • 23:30 – The question Dillon was trying to answer
  • 28:12 – An overview of maps
  • 34:04 – The Thomas Fire
  • 37:12 – Public lands threats
  • 42:30 – Real names
  • 47:39 – Finding your why
  • 51:13 – Bringing in jujitsu 
  • 53:16 – How writing the book changed Dillon
  • 56:38 – The response to the book
  • 1:02:29 – Book recs
  • 1:09:13 – A purple world

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