Episode 44: From high heels and fashion to hiking boots and fly fishing with Kimberly Brookshire episode artwork

EPISODE · Mar 7, 2025 · 1H 6M

Episode 44: From high heels and fashion to hiking boots and fly fishing with Kimberly Brookshire

from On Adventure Podcast with Josh Self · host Josh Self

What would you do if failure was a real possibility? If suffering was inevitable, but you had the option to walk away? Would you still go for it? My guest today, Kimberly Brookshire, knows this challenge well. She's a long-distance hiker, a women's adventure guide, and a passionate fly fisher—always choosing the hard path, the uncertain path, because that's where she finds the most growth. In this episode, Kimberly shares her journey from fashion and city life to hiking thousands of miles on some of the toughest trails in the U.S. and beyond. She opens up about why she keeps pushing her limits, how she finds meaning in suffering, and the lessons she's learned from guiding women through their own adventurous pursuits. Whether you're an outdoor enthusiast or simply looking for inspiration to take a bold step in your own life, this conversation is packed with wisdom, humor, and a fresh perspective on what it means to live fully. Episode Highlights: [2:15] How a childhood filled with adventure led Kimberly to long-distance hiking [6:40] The pivotal decision to hike the Mountain-to-Sea Trail—and why no one thought she'd finish [15:20] Why guiding women's adventure trips is about more than just the outdoors [25:00] Handling adversity on the trail: lessons from near disaster [37:45] The mental toughness strategies that keep Kimberly pushing forward [45:10] Finding the balance between solo adventures and guiding others [54:30] The Arizona Trail: what's next on Kimberly's adventure list Links & Resources: Follow Kimberly on Instagram: @kimberlybrookshire Learn more about the WHOA Travel for women-powered Adventures: WHOA Travel Check out the Mountain-to-Sea Trail: www.mountainstoseatrail.org If you enjoyed this episode, be sure to subscribe, rate, and leave a review! It helps others find the show and keeps the adventure going.

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Episode 44: From high heels and fashion to hiking boots and fly fishing with Kimberly Brookshire

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