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Catch up with their wild antics on Instagram @skatewives or Ryan's personal insta @ryan.herron

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When you picture someone who skydives, cliff jumps, and skateboards, you might imagine a wild thrill-seeker living on the edge. Ryan Herron shatters this stereotype with his refreshingly calculated approach to adventure. "Adrenaline is what you get when you mess up," he explains, revealing how methodical preparation underpins his seemingly risky pursuits.
Ryan takes us behind the scenes of Skatewives, the popular social media account he created with his wife Emily during their van life adventures across America. What began as Emily reluctantly filming Ryan's skateboarding tricks blossomed into content that humorously bridges the gap between skateboarding insiders and outsiders. Through Emily's fresh perspective, viewers gain insight into skateboarding culture's peculiar rituals that seasoned skaters take for granted.
The conversation explores how skateboarding's unique mindset shapes character and decision-making. "I don't know that there's any other facet of my life where I have attempted something hundreds of times and failed," Ryan reflects, explaining how this perseverance transferred to his career building a cannabis data analytics company and navigating major life transitions. His story demonstrates how the determination to get back up after falling becomes a powerful life philosophy.
Ryan's approach to risk—whether in business, relationships, or extreme sports—centers around process mastery rather than reckless abandon. A harrowing story about parachute line twists inside a cloud illustrates his thoughtful relationship with danger, where respect for risk leads to better preparation rather than fear-based avoidance. For anyone looking to push their boundaries while staying grounded, Ryan's journey offers a masterclass in calculated adventuring.
Ready to explore the unexpected wisdom that comes from falling a thousand times, only to get up and try again? This episode will change how you think about risk-taking, perseverance, and finding flow in life's most challenging moments.

Dang, if you read this far leave a comment below of you favorite animal and your favorite thing to do. And we will see what happens with my pen.

Thanks Matty