On Adventure Podcast with Josh Self

Episode 54: Suffer in Comfort and Other Lessons from Elite Mountain Guide Brian Warren


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In this episode of the On Adventure Podcast, I sit down with Brian Warren—an elite mountain guide whose life has been defined by risk, reinvention, and a deep connection to the mountains. From thru-hiking the Appalachian Trail just days after high school to guiding in the Tetons, Himalaya, and beyond, Brian’s journey is a masterclass in resilience, leadership, and embracing the unknown.

We explore how Brian transitioned from living out of a backpack to leading high-stakes expeditions around the globe—and eventually, to navigating a whole new adventure: fatherhood and a career pivot into financial services. This conversation dives deep into themes of identity, confidence vs. competence, imposter syndrome, and the unique lessons that come from suffering in comfort. If you’ve ever wondered what it’s like to reinvent yourself while carrying forward everything hard-earned from past chapters, this episode is for you.

Timeline of Highlights
  • [2:22] – Launching into adventure: Brian’s decision to thru-hike the Appalachian Trail at 18.

  • [10:45] – Discovering leadership on the trail and earning the nickname “Merlin.”

  • [18:20] – Transitioning from Knowles courses to guiding in Jackson Hole and the Tetons.

  • [27:05] – Learning to ski on “toy skis” and the path to heli-ski guiding.

  • [37:50] – Companionship as the secret ingredient to adventure: why relationships matter in the mountains.

  • [44:00] – “Suffer in comfort”: Brian’s mantra for staying calm in high-stakes situations.

  • [1:04:15] – Stories from the edge: avalanches, crevasse falls, and helicopter crashes.

  • [1:10:30] – Reinventing life beyond the mountains: from guiding to financial planning.

Links & Resources
  • Sign up for The Money Trail Guide newsletter for insights on funding your own adventures.
  • NOLS Outdoor Leadership School

  • Jackson Hole Mountain Guides
Closing

If this episode inspired you, please rate, review, and share the podcast. You can also find our new YouTube page!  It’s the best way to help more adventurers like you find these conversations. And don’t forget to follow so you don’t miss the next episode.

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On Adventure Podcast with Josh SelfBy Josh Self

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