Episode 75: Hard Things Are Worth Doing with Justin Smith


Episode Description
What happens in the dark hours before sunrise on day two, when your body starts asking
what exactly you are doing out here?
 
Justin Smith teaches high school in Santa Cruz, California, where his classroom is a working 
bike shop. By day he runs a Career Tech Ed program through Project Bike Tech, teaching
teenagers to fix bikes, build resumes, and solve real problems with their own hands. On his own
time, he is an ultra-endurance athlete who has finished the 2,700-mile Tour Divide from Banff,
Canada to the Mexico border in 16 days straight, raced the Fiji Eco-Challenge with Team Curl,
competed at the Ironman World Championships in Kona, and returned three times to a 60-hour
swimrun across the Swedish archipelago.
 
In this conversation, Justin takes Josh inside the pain cave and the mental game of multi-day 
racing: the dark hours before sunrise on day two, the difference between the front country and
the back country, and why the body only truly comes alive on the second night. He explains how
a psychology degree and Outward Bound canoe trips led to a life built around adventure, why he
and his wife once lived in a tiny house they built on television, and how putting himself in hard
situations makes him a better dad, husband, and teacher.
 
They also talk about the people. From trail angels on the Pacific Crest Trail to a septic-truck 
driver in Southern California, Justin keeps returning to the connections that outlast the miles.
Most of all, this is a story about a simple idea he repeats to his students and his daughter: a ship
is safe in its harbor, but that is not what ships were built for, and the more you do hard things,
the more you realize hard things are worth doing.
 
Episode Highlights
00:00 Meet Justin Smith: high school teacher by day, ultra-endurance adventurer on
his own time
02:00 The bike shop classroom and the Project Bike Tech program in Santa Cruz
08:00 Building a tiny house on the TV show Tiny House Nation
14:00 The permission slip to not conform, and choosing the hard path on purpose
16:00 Comfort is what gets sold to us, but hard things are what move the needle
19:00 Meeting Roy Malone at the 2019 Fiji Eco-Challenge with Team Curl
20:00 The One Water swimrun across the Swedish archipelago, attempted three times
26:00 The Stagecoach 400 and sleeping on McDonald’s cardboard with no sleeping bag
31:00 Courtney Dauwalter’s pain cave, and learning to redecorate it instead of fighting it
38:00 Finishing the 2,700-mile Tour Divide in 16 days, from Banff to the Mexico border
43:00 The Pacific Crest Trail, meeting his wife, and hiking through grief in 2009
55:00 Orienteering, gut instinct, and trusting intuition when the map runs out
01:04:00 A ship is safe in its harbor, but that is not what ships are built for
01:12:00 The mantra: if you can’t get out of it, get into it, and find a way

About Justin Smith

Justin Smith is a high school Career Tech Ed teacher in Santa Cruz, California, where he leads a
bike shop program through Project Bike Tech, and a lifelong endurance athlete and adventurer.
A former NCAA swimmer, he has finished the Tour Divide, raced the Fiji Eco-Challenge and
multiple expedition-style adventure races, competed at the Ironman World Championships in
Kona, and thru-hiked the Pacific Crest Trail. He lives in Santa Cruz with his wife and daughter,
with whom he shares most of his adventures.

Connect with Justin Smith
Facebook: www.facebook.com/smilingjustin
Inspire Out: www.instagram.com/inspireout/

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Hosted by Josh Self, financial advisor and everyday explorer.
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Episode 42: Endurance, Exploration, and the Art of Adventure with Roy Malone


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 team dynamics that make or break success, and how adventure racing parallels the business world in unexpected ways. Roy also talks about his new venture, TerraVenture, which is bringing adventure to everyday explorers who crave the thrill of the unknown. If you’re curious about endurance racing, risk-taking, or just want to hear some unbelievable stories from the wild, this is an episode you won’t want to miss!

Episode Highlights

[00:00] – Welcome and introduction to Roy Malone
[02:45] – How Roy balances adventure racing, family life, and a career in finance
[08:10] – What is adventure racing? A deep dive into the sport’s extreme challenges
[12:30] – The mental game: Handling sleep deprivation, exhaustion, and team dynamics
[22:00] – Hallucinations on the trail: Roy’s wildest experiences in multi-day races
[31:15] – The toughest race of Roy’s career and why Fiji pushed him to his limit
[40:45] – TerraVenture: Roy’s mission to bring adventure racing to a broader audience
[55:00] – What’s next? How long Roy plans to keep competing and where he’s headed next

Links & Resources

🔗 Learn more about Team Bones Adventure Racing: BonesAdventure.com
🔗 Explore Roy’s new company, TerraVenture: Terra-Venture.com
📧 Connect with Roy via email:

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Episode 25: From the Shadows to the Spotlight with Joe Gray


In this episode of the On Adventure Podcast, I sit down with Joe Gray, an exceptional athlete who turned challenges into triumphs. Joe shares his journey from growing up in Nashville, Tennessee, and attending the Tennessee School for the Blind to becoming a world-class athlete. With the support of dedicated mentors and his unwavering determination, Joe excelled in wrestling and track and field, eventually competing at the Paralympics. His story is a powerful testament to resilience, mentorship, and the pursuit of dreams.

Timeline Summary:

  • [00:00] – Introduction to Joe Gray and his inspiring journey.
  • [00:01] – Joe’s early life in Nashville and attending the Tennessee School for the Blind.
  • [00:04] – Coping with visual impairment and developing an adventurous spirit.
  • [00:10] – Transition to high school sports and excelling in wrestling and track.
  • [00:16] – Competing in the Youth World Championships and facing international competition.
  • [00:25] – Setting a world record in the 4x100m relay and the realization of his potential.
  • [00:32] – Challenges of training and maintaining top performance while seeking sponsorships.
  • [00:39] – Transitioning from athlete to coach and starting Sight School with Lex Gillette.
  • [00:52] – Organizing ski trips for visually impaired students and the impact on their lives.

Links & Resources:

Closing Remark:

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