Dillon Osleger

Dillon Osleger

@dillon.osleger

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Bio

〰️ Scientist // Trail Builder // Writer 〰️ ✎ Public lands & Trails ☽ @iamspecialized Soil Searching ☽ @kilianjornetfoundation trails Buy my book below

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A four year journey comes to a culmination: I wrote a book on public lands, trails, and ethnogeography - all centered around my love of cartography and place. I would love for you to read it. It has received early praise from: @billmckibbenvt Jason Roberts (Pulitzer Prize), Robert Moor (On Trails), Marcia Bjornerud, and @rickridgeway amongst others. I am incredibly humbled to have the support of these heroes and mentors, along with that of my publisher, and the litany of folks who have given me space to speak this summer, including: @wildandscenicfilmfestival @mountainfilm @iamspecialized @canaturalresourcesagency @protrailbuilder @protectourwinters amongst many more. The love and support shown from friends and colleagues means the world, and I hope this book serves its purpose in bettering the world that has bettered me. There is a link in my bio should you be keen on reading, and I promise to sign a personal note to any and all of you who wish to sit down for a conversation about place, public lands, and the ways through which we move through the world, and it through us. 13 Feb 2026 The outdoor industry is great at getting people outside and celebrating the wild places where we run, ride, hike, and find solace. But how good are we at protecting them, and how can we do better? Join authors and athletes Dillon Osleger & Graham Zimmerman at @patagoniabrooklyn to kickoff climate week with a conversation at the intersection of public lands, conservation, recreation and climate to explore what it means to move from simply enjoying nature, to actively showing up for it. If you care about the places that provide our clean drinking water as well as recreation opportunities and want to better understand what’s happening with our public lands and how you can get involved, come grab a free drink, sign onto an action letter, and join the conversation. Postcards and QR codes will be ready to write in to lawmakers regarding the @savepubliclands initiative and to comment on the Roadless Rule. Start climate week with an action that benefits both wild landscapes and climate, all while enjoying a beer, building your own trail mix, and sharing snacks with friends. . 📆Monday, September 21st 📍 70 N 6th St, Brooklyn NY 11249 🕖 Doors 7:00PM 14 Sep 2026 🚨Attention Montana friends, public lands advocates, and trail runners!🚨 Join me next Saturday, 9/12 at The Rut Mountain Runs (@runtherut) in Big Sky for a candid conversation about the state of our public lands, the challenges and opportunities ahead, and why the trail running community has the potential to be a powerful voice for positive change. Brought to you by the all-stars at @trustforpublicland and @thenorthface, the panel will feature four amazing folks who are on the front lines of protecting our public lands: @osamber (The North Face athlete), Hilary Eisen (Federal Policy Director, @wildmontana), David Weinstein (Northern Rockies Director, @trustforpublicland), and @dillon.osleger (author of “Trail Work”). And then there’s me, the guy who asks all the crazy questions. There will be drinks, apps, and tons of interesting, action-oriented people. So if you’re in the area and want to learn more about what’s happening with our public lands—and how you can take action to help protect them—I hope to see you there. Follow the link in my profile to learn more and PLEASE SHARE with any of your friends who might be interested! 🫡🙏💪 04 Sep 2026 “These are my work trucks,” Dillon Osleger said as he pulled out two mud-crusted electric mountain bikes from his garage. I was grateful to have the motor-assist; it gave me at least some chance of keeping up with Osleger in the thin mountain air in Truckee, California. After years as a professional mountain biker, Osleger grew tired of the scene. “I was being paid reasonable money to go race those trails. It’s boring. There’s no soul-based fulfillment, no learning, there’s no questions.” So Osleger began traveling off the beaten path not to escape trails, but to find them. “Old trails are a chance to connect and understand where a place comes from,” he told me. “They impart a feeling when you’re on them, an understanding that where you are is where other people have stood.” Osleger’s passion for hunting down old trails inspired his debut book, “Trail Work: Restoring the Paths and Stories of America’s Public Lands,” which was released this May from Heyday Books. We wheeled our bikes into the frosty December morning, riding cautiously over frozen streets and hard-packed snow. We soon entered a fragrant forest of Jeffrey and sugar pine, pausing here and there so Oselger could point out the clues he looks for when hunting old trails…. Read the full story on the blog— link in bio! #trailcrewstories #trailwork @iamspecialized @heydaybooks 30 Aug 2026 Trails are hewn from granite, carved into sandstone cliffs and engineered into our most iconic landscapes. Other times, they offer just the faintest hint of the passing of those before us. Either way, we often take their existence for granted. Today with the help of author Dillon Osleger we ask the seemingly simple question “Why do trails exist?” Listen to our latest episode with @dillon.osleger on Spotify or wherever you find your podcasts! (Link in bio) Big high fives to our sponsors for The Diaries: @darntoughvermont, @kodiakcakes and @obozfootwear Produced by: @marco_gonzales14 and @beccacahall Artwork: @waltronic 07 Aug 2026 National Trails Day // While I’ll undoubtedly find myself outside on trails today, I hope to spend some time considering trails as more than solely infrastructure for my benefit. As a national holiday, this day provides a moment to consider what trails are, and what they provide - a question I have asked over and over again across a decade plus career built around them. Several maps will come out of my filing cabinet, ranging in publication date from 1842 to 1969, all telling the story of the same plot of metes and bounds around my home, their differences in lines and points providing a timelapse of changing human and environmental conditions. Following one of the few lines that stays true across time will define today’s appreciation of trails not only for spatial movement, but temporal perspective. I’d imagine you’ve already surmised that this is a large thesis of my book - Trail Work. You’d be correct. I hope you’ll consider grabbing a copy on this, of all days, as a promise of considering trails writ large. 06 Jun 2026 Publication day // Trail Work From my desk in a little cabin in the Tahoe National Forest, it is hard to compress and express all that went into this book through just a few sentences. Looking out the window at pine canopy rife with songbirds, squirrels, and the woodpecker who taps on the siding every morning, I’m reminded that observation and questions are what began this journey, and what will continue its lessons far after its end. I wrote this book because I care. About public lands, trails, access to nature, and the stories of those who were part of these places yet are now gone from this world. This book follows my trails and public lands work across the Western U.S. and in Washington D.C. as well as the last several hundred (and often times thousand or million) years that shaped them - celebrating the idea of preserving history and connection to place as much as the opportunity to recreate. Trails are one of the oldest forms of language, allowing humans (and many beings) to communicate with one another. My work is and has been a single blink in Sisyphean effort carried across generations to uphold those stories of relationship with landscape. . Thank you to all those who pushed me forward in this project, and thank you to those who gave me grace as I tripped and stumbled through the hard parts. Four years is a long time to work on a project, but I couldn’t be more proud of the outcome. Published author really wasn’t on the list of careers I’d aspired to as a kid glued to mountain sports magazines and movies, but care for people and place is a powerful thing, and I hope for little more than for this book to give hope for public lands to that next kid daydreaming of a bright future. 12 May 2026 "This powerful book makes clear that public lands are places for more than recreation - they are our history, and best possible future." @billmckibbenvt on my forthcoming book - Trail Work. "Deeply researched with eloquent depictions of natural landscapes. This deserves a place in every nature lovers backpack." @publisherswkly review for Trail Work. This whole process from writing the first words to National launch has felt like a dream. I’m equally so pinching myself to say that the first edition printing is now nearly 50% sold out 2 weeks before publication date! All I can say is thank you to the friends who have supported this process and the work behind it over the years, and especially those who celebrate others in equal measure to themselves, all with positive intention towards a greater good. If you happened to receive your copy of @mountaingazette this week in the mail, I hope you enjoy the feature there tied to this book. Print journalism is truly a tide that lifts all boats. Thank you friends. I hope reading this book demonstrates the love and appreciation I have for you all, as well as for the common ground we share in nature. . . . . . #bookstagram #books #nonfictionbooks #nonfiction #reading 29 Apr 2026 Book Tour Stops // On the road again, but base miles are looking a dash different this year. As the core of my book tour, I’ll be speaking at @latimesfob @mountainfilm @banffcentre stretching from April to November. I’ll also be speaking at @patagonia / @patagonia_mtb stores for SF and NY Climate weeks. Never one to undervalue small indie bookstores, I’ll be visiting a host of local bookstores in between these coast to coast stops. More details to come along with an official calendar soon, but for now I’ll be out alongside the Truckee River appreciating an early swing into spring. The willows fade to red fast, and it’s often all to easy to miss the first notes of song sparrows and chickadees if you aren’t listening. #booktok #bookstagram 14 Mar 2026 We’re excited to welcome Dillon Osleger as an opening keynote speaker at the 2026 Sustainable Trails Conference in Boise. A trail builder, earth scientist, and writer, Dillon brings more than a decade of experience in trail restoration, design, land management, and public lands policy across the American West. His work explores the intersection of trails, history, and our relationship with rapidly changing landscapes. His debut book, Trail Work, will be published this year and has already received advanced praise from leading voices in environmental and outdoor writing. 📍 Boise, Idaho 📅 April 14–16, 2026 . . . @dillon.osleger #trailbuildersconference #professionaltrailbuilders #sustainabletrailsconference #professionaltrailbuilders #professionaltrailbuildersassociation 14 Feb 2026 The stewards of the landscape, MTB trail builders fuse art, engineering, and ecology to sculpt the natural contours of the terrain. Saints who walk the earth to garden to ground that will test both endurance and skill. Many hands, hands and hearts make a champion. All roads lead here. 24 Oct 2025 “Wildfire doesn’t just erase forests — it erases stories, access, and memory.” Each year, more than 5,000 miles of trails disappear to fire, erosion, and neglect. But with every vanished line, there’s a chance to rediscover what connects us to the land and to each other. Origins is a storytelling and stewardship project from POW Bike Alliance Member @dillon.osleger. It’s part fieldwork, part trailwork, part call to action. From the Sierra to Southern California, it’s about rewriting the record of what’s been lost and reminding us that caring for trails means caring for the climate that shapes them. This project was fueled by POW’s Advocacy & Adventure Alliance Grant in partnership with @11thhourracing, and is proof that storytelling can spark stewardship. Read Dillon’s full blog at the link in bio. 📸: @dillon.osleger @isaacwallenn @amado_s 23 Oct 2025

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