Episode 32: Epic Adventures and Life Lessons with Skip Schweiss
On Adventure Podcast with Josh Self
Release Date: 09/20/2024
Episode 51: Why Endurance Athletes Need a Strong Mind and Stronger Community: The Journey to Ultra with Jess Hanson
On Adventure Podcast with Josh Self
In this episode of On Adventure, I sit down with Jess Hanson—a certified mental performance consultant, ultra runner, and coach—to explore what it takes to build a resilient mindset for both high-performance athletes and everyday adventurers. Jess shares her journey from playing lacrosse in college to coaching athletes across sports like skiing, mountain biking, and ultra running. We dive deep into how the mental game shapes athletic success, and how pushing your physical and emotional limits can unlock deeper purpose, confidence, and grit. If you’ve ever faced the “dark moments” in...
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Episode 50: What My Son Taught Me About True Strength and Courage with Hudson Self
On Adventure Podcast with Josh Self
In this heartfelt episode of the On Adventure Podcast, I sit down with a younger Everyday Explorer, my son Hudson, for a conversation that redefines what adventure truly means. While we often explore tales of physical challenge and bold travel, this episode takes us on an inward journey—a story of persistence, identity, and the courage to live fully despite daily challenges. Hudson lives with Prader-Willi Syndrome (PWS), a rare genetic condition, and he brings us into his world with sincerity, wisdom, and humor. We talk about what it’s like to grow up with PWS, the unique joys and...
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Episode 49: From football dreams to a champion's mindset with Luis Rivera
On Adventure Podcast with Josh Self
Hey friends — Josh here. In this episode of On Adventure, I sit down with Luis Rivera, whose story is one of raw grit, reinvention, and the kind of adventure that doesn’t just test your body, but transforms your mind. From a childhood on a remote island off Puerto Rico to stepping into the unknown of upstate New York at age 12, Luis shares what it really means to navigate cultural shifts, language barriers, and personal setbacks. What begins as a sports story quickly turns into a full-on life odyssey — from a football injury that threatened his future, to an unexpected path in...
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Episode 48: Beautiful rebellion and choosing creativity over conformity with Thad Cockrell
On Adventure Podcast with Josh Self
In this episode of the On Adventure Podcast, I sit down with singer-songwriter and creative visionary Thad Cockrell for a conversation that took an unexpected but deeply inspiring turn. Thad opens up about his journey from wrestling mats and seminary halls to Nashville stages and international acclaim—all while forging a career based on creativity, authenticity, and saying a bold “yes” to uncertainty. We explore what it means to create from love rather than fear, and how rebellion, doubt, and wonder can be sacred tools on the creative path. From Thad’s bold decision to sell his album...
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Episode 47: Suffering together with Patrick Serfass
On Adventure Podcast with Josh Self
Some stories grab you right from the first sentence—and this one, with Patrick Serfass, took me on a ride I didn’t want to end. Patrick isn’t just a triathlete, or a renewable energy leader, or a dad raising two adventurous boys. He’s a guy who once said yes to sailing a 26-foot boat with no refrigeration all the way to South America. A guy who climbed the Grand Teton without any prior climbing experience. But what really makes his story stick with you is what happened when all of that—his athletic identity, his mobility, his very sense of self—got upended in a moment. In this...
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Episode 46: The Great Nearby - Chasing Wild in North Carolina with John Norwood
On Adventure Podcast with Josh Self
In this fun episode, Josh sits down with John Norwood, a commercial banker from Raleigh, North Carolina, whose second identity is that of a passionate adventurer. While John’s day job revolves around numbers and negotiations, his soul is stirred by trails, waterfalls, and sunfish sails. Rather than jetting off to exotic lands, John finds endless wonder in his own backyard—the mountains, lakes, and coastlines of North Carolina. Together, they explore John’s lifelong connection with the outdoors, how he blends adventure with a full-time career, and how he’s cultivated a community of...
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Episode 45: What's worthy of your finitude with Patrick Moody
On Adventure Podcast with Josh Self
I love these conversations, but this one was fun. We hit on the depths of the human condition to drive each of us on to our own adventures. So what happens when a dedicated trial attorney makes adventure a non-negotiable part of his life? In this episode, I sit down with Patrick Moody, a prosecutor for the state of Montana who refuses to let a demanding career keep him from chasing adventure. From trail running right out his back door to tackling high-altitude mountaineering, Patrick has found a way to integrate the wilderness into his daily routine. We dive into his experiences...
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Episode 44: From high heels and fashion to hiking boots and fly fishing with Kimberly Brookshire
On Adventure Podcast with 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...
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Episode 43: Beyond the Pavement with Frank Trotter
On Adventure Podcast with Josh Self
What do banking and backcountry exploration have in common? More than you’d think! In this episode of the On Adventure, I sit down with Frank Trotter—banking pioneer, entrepreneur, and avid adventurer. From his early days racing cars in Europe to co-founding EverBank and now launching Battle Bank, Frank shares how his career has been driven by innovation and a passion for pushing boundaries. But it's not all business—Frank also dives into his love for outdoor exploration, from summiting 14ers in Colorado to backcountry treks in Argentina. We talk about the lessons learned from extreme...
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Episode 42: Endurance, Exploration, and the Art of Adventure with Roy Malone
On Adventure Podcast with Josh Self
What does it take to push your body and mind to the limit for days on end—while relying entirely on a team? The answer is epic! In this episode, I sit down with seasoned adventure racer Roy Malone, who has spent the past 24 years competing in some of the toughest endurance races in the world. From trekking through the jungles of Fiji to navigating the badlands of North Dakota, Roy shares the highs, the lows, and the life lessons that come from competing in these multi-day, non-stop races. We dive deep into the mental and physical grit required to finish these extreme challenges, the...
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In this episode of the On Adventure podcast, I sit down with Skip Schweiss, a seasoned executive in the financial services industry and a passionate adventurer. Known for his years of leadership at TD Ameritrade, Skip has seamlessly woven his professional life with a personal quest to push physical and mental boundaries in the great outdoors. We dive into Skip's career journey, from his work in advisor advocacy to how he's now dedicating more time to his love of the wilderness.
But Skip isn’t just about hiking the occasional trail—he organizes an annual group hike called "Excellent Adventures," attracting dozens of people to tackle challenging hikes across some of the most beautiful landscapes in the U.S. From the majestic peaks of Colorado’s 14ers to this year’s adventure in Telluride, Skip shares his motivation for doing hard things, the camaraderie that comes from shared suffering, and why he believes that testing our limits makes us better.
Whether you're a seasoned adventurer or someone looking for inspiration to push past your comfort zone, Skip's stories will encourage you to set bigger goals, embrace the challenge, and find joy in the journey.
Episode Highlights:
[2:42] - Skip’s journey in the financial industry, his role at TD Ameritrade, and how his love for adventure began.
[7:00] - How the Rockies ignited Skip’s passion for hiking, leading him to complete all 54 of Colorado’s 14ers.
[12:15] - The origin of Skip’s “Excellent Adventures” group hikes, which have now grown to include 70 people, and the importance of camaraderie in adventure.
[29:00] - Handling adversity on the trail: The lessons Skip has learned about staying calm when things go wrong, and how to apply that mindset to life.
[40:30] - A recap of the most recent “Excellent Adventure” in Telluride, where Skip led a group on a brutal 26-mile hike with 8,000 feet of elevation gain.
[52:00] - What’s next for Skip and the group? A sneak peek into next year’s adventure to Zion National Park and some of the epic hikes planned.
Links & Resources:
- Learn more about “Excellent Adventures” and past trips on the Tiburon Advisors website: Skip & Chip's Excellent Adventures
- Book Recommendation: Deep Survival: Who Lives, Who Dies, and Why by Laurence Gonzales
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