The Human Adventure

#158 - What if your moments of greatest confusion were actually doorways to your most authentic self? Giovanna Silvestre's remarkable journey proves exactly that. From the high-pressure halls of Hollywood to the difficult decision of walking away from her family's beloved Italian restaurant, Giovanna's path shows how embracing uncertainty becomes your greatest strength.

With refreshing candor, Giovanna shares her descent into depression after attaching her self-worth to external validation—her Hollywood career, the family business, romantic relationships. The turning point? A disciplined approach to rebuilding herself from within through yoga, meditation, and gratitude practices that culminated in a profound spiritual awakening. "I woke up one day and literally felt like I was on Molly," she laughs, describing the natural high that forever shifted her baseline of inner peace.

The conversation takes us through her creation of the "Confused Girl in the City" blog, where weekly adventures from bungee jumping to flying trapeze taught her that confidence comes from stepping outside your comfort zone. We journey alongside Giovanna as she develops a crystal-inspired yoga clothing line that sells internationally, then follows her intuition to Bali and Berlin—spending two years abroad to write her new book "Confused Girl: Find Your Peace in the Chaos."

Giovanna's wisdom resonates deeply: "Confusion is the fuel for your self-discovery journey." Her story proves that when we remove the shame from not having all the answers, we open ourselves to living the life we truly desire. If you're feeling lost, uncertain, or simply curious about your next steps, this episode offers both comfort and practical guidance for transforming your confusion into clarity.

Ready to embrace your own journey? Pre-order Giovanna's book before May 13th at confusedgirlinthecity.com and enter to win a two-night oceanfront stay in Maui!

Want to be a guest on Journey with Jake? Send me a message on PodMatch, here: https://www.podmatch.com/hostdetailpreview/journeywithjake

Discover the journeys that do more than take you somewhere new—they change the way you see yourself and the world. Wayfinder Life-Changing Travel explores unforgettable adventures, hidden places, and the transformative power of stepping beyond the familiar.

Check out Wayfinder Life-Changing Travel and listen wherever you get your podcasts.

Xploreum connects you with authentic wilderness expeditions led by trusted local experts. Browse real adventures, book directly with experienced guides, and get $200 off your first trip using code HumanAdventure2026 at xploreum.io/humanadventure. 

When David Schafran felt his life spiraling into depression and emptiness, he discovered an unexpected lifeline – salsa dancing. That first night on the dance floor sparked something profound: "It makes me feel so happy because it's so joyous and flavorful and juicy." This moment of clarity eventually led David from his high-stress tech startup in Boston to the vibrant streets of Medellín, Colombia, where he immersed himself in dance for five transformative months.

David's story challenges conventional thinking about wellness and healing. Despite practicing meditation and yoga, these solitary pursuits weren't enough to lift him from his emotional fog. What he desperately needed was connection, expression, and embodied joy – elements he found abundantly in the salsa dancing community. As he puts it, salsa offers three essential gifts: "joy, flavor, and affection."

This revelation didn't just change David's personal life – it birthed a mission. Through his company Soma Loco (meaning "we're crazy together"), he now creates personalized dance immersion experiences that help others discover the same transformative power of movement. Whether you're an experienced dancer or someone who believes they have "two left feet," David's approach proves that dance isn't about performance but feeling. The results speak for themselves, with participants describing the experience as genuinely life-changing.

Ready to discover how movement might transform your life? David's journey reminds us that sometimes healing isn't found in stillness, but in rhythm; not in isolation, but in connection. As he advocates, dance isn't just fun – it's medicine that should be taken seriously as a path to well-being. Follow your curiosity to somoloco.com or @dancesomoloco on Instagram to learn how you might find your own rhythm.

Want to be a guest on Journey with Jake? Send me a message on PodMatch, here: https://www.podmatch.com/hostdetailpreview/journeywithjake

Discover the journeys that do more than take you somewhere new—they change the way you see yourself and the world. Wayfinder Life-Changing Travel explores unforgettable adventures, hidden places, and the transformative power of stepping beyond the familiar.

Check out Wayfinder Life-Changing Travel and listen wherever you get your podcasts.

Xploreum connects you with authentic wilderness expeditions led by trusted local experts. Browse real adventures, book directly with experienced guides, and get $200 off your first trip using code HumanAdventure2026 at xploreum.io/humanadventure. 

Bonus 8 - Dr. Douglas Brouwer's journey from Western Michigan to the world and back again offers profound insights into how travel shapes our spiritual lives and understanding of home.

After spending 40 years serving as a Presbyterian pastor around the globe, Doug's adventures took him from maximum security prisons in Philadelphia to a church in Zurich, Switzerland, where he learned German at age 60. His travels weren't merely about seeing new places but about finding deeper meaning and connection with humanity.

The conversation explores Doug's most profound travel experiences, including walking 500 miles along the Camino de Santiago at retirement age. Despite averaging 17 miles daily for 28 days with everything on his back, it was the first night—stranded on a mountainside between France and Spain—that taught him the most powerful lesson about his own limitations. Yet he persevered, meeting fellow pilgrims from around the world who, regardless of religious affiliation, participated in the ancient spiritual rituals along the path.

What makes this episode particularly moving is Doug's reflection on the true purpose of all our wandering. After visiting 48 states and countless countries, writing a book called "The Traveler's Path," and experiencing diverse cultures, he found that his heart's true home was back near Lake Michigan where he began. "All of this moving around, all of the searching that people do, I think, is a search for home," he shares with emotion. "Where is it that I belong?"

Whether you're planning your next adventure or questioning the meaning of your travels, this conversation will challenge your perspective on what makes journeys worthwhile. 

Discover the journeys that do more than take you somewhere new—they change the way you see yourself and the world. Wayfinder Life-Changing Travel explores unforgettable adventures, hidden places, and the transformative power of stepping beyond the familiar.

Check out Wayfinder Life-Changing Travel and listen wherever you get your podcasts.

Xploreum connects you with authentic wilderness expeditions led by trusted local experts. Browse real adventures, book directly with experienced guides, and get $200 off your first trip using code HumanAdventure2026 at xploreum.io/humanadventure. 

#156 - Chris Nance's life reads like an adventure novel where dropping out of school at 13 somehow leads to piloting massive ships down the Mississippi River and co-founding a successful coffee company. Growing up just south of New Orleans in a family of riverboat pilots and commercial fishermen, Chris's education took an unexpected turn after Hurricane Katrina when his mother discontinued homeschooling. Shortly after, his father was imprisoned for tax evasion, pushing Chris into the challenging world of commercial fishing before he could even drive.

The heart of Chris's early journey involves "koonin oysters" – a grueling harvesting method where he crawled through deep mud on hands and knees, using specialized tools to collect oysters from tidal flats. By day's end, he'd be pushing 1,500 pounds of oysters through mud. This backbreaking work built the foundation of grit and determination that would define his future success.

What makes Chris's story truly remarkable is his educational trajectory. Despite having only a GED and significant insecurities about his academic abilities, Chris was encouraged by mentors to pursue higher education. In a decisive moment aboard a tugboat, a captain convinced him he could succeed at Texas A&M Maritime Academy. Within days, Chris had relocated to Galveston and begun classes, ultimately completing his degree in just three years while taking up to 31 credit hours per semester.

Today, Chris navigates massive international vessels along the treacherous Mississippi River as a riverboat pilot and has co-founded Backbone Coffee Company with fellow outdoorsmen. The specialty coffee company roasts to order and aims to honor hardworking Americans building the country. For Chris, adventure must be both difficult and unknown – a philosophy that has guided his extraordinary journey from the muddy oyster beds to the helm of international shipping.

Ready to try premium coffee from someone who understands hard work? Visit backbonecoffee.com and use code JOURNEYWITHJAKE for 15% off your order.

Want to be a guest on Journey with Jake? Send me a message on PodMatch, here: https://www.podmatch.com/hostdetailpreview/journeywithjake

Discover the journeys that do more than take you somewhere new—they change the way you see yourself and the world. Wayfinder Life-Changing Travel explores unforgettable adventures, hidden places, and the transformative power of stepping beyond the familiar.

Check out Wayfinder Life-Changing Travel and listen wherever you get your podcasts.

Xploreum connects you with authentic wilderness expeditions led by trusted local experts. Browse real adventures, book directly with experienced guides, and get $200 off your first trip using code HumanAdventure2026 at xploreum.io/humanadventure. 

Most of us dream of adventures in far-off places, but between demanding jobs, packed schedules, and the sheer overwhelm of planning, those dreams often remain just that—dreams. Enter Ross Alcorn, the mastermind behind Itinerary Boss, who's made it his mission to turn travel aspirations into reality for busy professionals.

Ross's journey didn't begin with a goal to start a travel company. It started with a simple need—someone had to plan the group ski trips. As the designated planner among his friends, Ross developed frameworks for orchestrating everything from snowboarding weekends in Colorado to 17-day European adventures spanning multiple countries. These skills, honed over a decade while maintaining a demanding career in healthcare sales, became the foundation for his unique approach to travel planning.

What makes Ross's perspective particularly valuable is his firsthand experience with burnout. After a year with nine weddings and zero personal trips, he recognized a pattern affecting many high-achievers—the inability to prioritize adventure amid professional responsibilities. His response was to create systems that make meaningful travel accessible to those with limited time, teaching busy professionals to leverage credit card rewards, strategic booking windows, and streamlined planning processes.

The stories Ross shares—flying off a boat in Croatia, unexpectedly meeting the Croatian president, navigating Amsterdam's unique souvenirs through airport security—aren't just entertaining anecdotes. They're testament to how stepping outside comfort zones creates memories that far outlast any professional achievement or material purchase. His approach balances adventure with practicality, helping travelers bypass the overwhelm of endless research to focus on experiences that matter.

Ready to transform how you approach travel? Connect with Ross at itineraryboss.com, where you'll find his Stress Free Travel Starter Kit  or tune into his podcast "World Travel Made Easy with Itinerary Boss" for weekly insights that make adventure accessible, regardless of how packed your calendar might be.

Want to be a guest on Journey with Jake? Send me a message on PodMatch, here: https://www.podmatch.com/hostdetailpreview/journeywithjake

Discover the journeys that do more than take you somewhere new—they change the way you see yourself and the world. Wayfinder Life-Changing Travel explores unforgettable adventures, hidden places, and the transformative power of stepping beyond the familiar.

Check out Wayfinder Life-Changing Travel and listen wherever you get your podcasts.

Xploreum connects you with authentic wilderness expeditions led by trusted local experts. Browse real adventures, book directly with experienced guides, and get $200 off your first trip using code HumanAdventure2026 at xploreum.io/humanadventure. 

#154 - Imagine plunging down a 35-foot waterfall strapped inside a kayak, or trying to compose a stunning piano piece that captures the serenity of nature. These are just fragments of Jon Cheney's extraordinary journey as a creator, adventurer, entrepreneur, and man of faith.

From his early years in a musical household where his parents prioritized owning a grand piano before even having proper furniture, to his teenage years in Paraguay learning Spanish, Jon's life has been defined by embracing new challenges. His remarkable ability to master languages – including Mandarin Chinese during his church mission – parallels his approach to music composition, where he sees patterns and structures that most miss.

The heart of our conversation explores Jon's passion for whitewater kayaking and the profound life lessons it's taught him. "You're going to flip over in life," Jon explains with the wisdom of someone who's faced Class 5 rapids and business setbacks alike. "But when you've learned that you can flip over and then get back up and be okay, then the world really opens up." This philosophy has guided him through entrepreneurial ventures, creative pursuits, and personal challenges.

What makes Jon's perspective particularly refreshing is his recent epiphany about pursuing multiple passions. After years of praying for divine guidance on which path to choose – music, adventure, business, or writing – he found peace in Elder Uchtdorf's simple wisdom: "It mattereth not, only be faithful." This liberating principle has energized Jon to embrace all facets of his creative spirit rather than waiting for permission to begin.

Whether you're considering your own adventure into whitewater kayaking, struggling to choose between multiple passions, or simply seeking inspiration from someone who's mastered the art of getting back up after life flips you over, Jon's story will leave you both entertained and equipped with a new perspective on life's rapids. Follow Jon on Instagram @cheneypiano or on his website joncheney.com to continue following his journey of creation and adventure!

Want to be a guest on Journey with Jake? Send me a message on PodMatch, here: https://www.podmatch.com/hostdetailpreview/journeywithjake

Discover the journeys that do more than take you somewhere new—they change the way you see yourself and the world. Wayfinder Life-Changing Travel explores unforgettable adventures, hidden places, and the transformative power of stepping beyond the familiar.

Check out Wayfinder Life-Changing Travel and listen wherever you get your podcasts.

Xploreum connects you with authentic wilderness expeditions led by trusted local experts. Browse real adventures, book directly with experienced guides, and get $200 off your first trip using code HumanAdventure2026 at xploreum.io/humanadventure. 

#153 - Meet Ryan Mellon, a man who completely transformed his life by breaking free from the grind of 80-hour workweeks to embrace a life of global adventure. For over a decade, Ryan worked grueling 14-hour days, splitting time between fixing deep fryers and sorting packages at UPS, until a transformative two-week trip to Costa Rica ignited a vision for something different.

This captivating conversation tracks Ryan's methodical journey from overworked employee to successful digital nomad coach. After convincing his friends to join a year-long RV adventure across America, Ryan discovered he could leverage his real estate license to earn remotely – the pivotal realization that launched his location-independent lifestyle. Seven years later, he's worked from 23 US states and 22 countries while developing multiple income streams.

Ryan breaks down the three primary paths to digital nomadism – remote employment, freelancing, and entrepreneurship – offering practical insights for anyone considering this increasingly accessible lifestyle. With 66 countries now offering digital nomad visas and co-living spaces emerging worldwide, the barriers to location-independence continue to fall.

The episode brims with riveting travel tales, from motorcycle journeys through rural Vietnamese mountains to living on catamarans in crystal-clear Bahamian waters. Ryan shares both the extraordinary benefits of digital nomad life and its genuine challenges, including navigating internet reliability and combating occasional loneliness.

Now operating as a "hybrid nomad," Ryan splits his time between summers on his Virginia sailboat and winters abroad, with Bali emerging as his absolute favorite destination. His coaching practice helps others create their own versions of freedom, whether that means full-time travel or simply more flexibility and autonomy in daily life.

Ready to reimagine what's possible in your work and life? This conversation might just be the permission slip you need to explore new horizons. What adventure awaits when you step beyond conventional boundaries?

To learn more about Ryan and his coaching be sure to check out his website thedigitalnomadcoach.com and you can also check out his Instagram account @thedigitalnomadcoach.

Want to be a guest on Journey with Jake? Send me a message on PodMatch, here: https://www.podmatch.com/hostdetailpreview/journeywithjake

Discover the journeys that do more than take you somewhere new—they change the way you see yourself and the world. Wayfinder Life-Changing Travel explores unforgettable adventures, hidden places, and the transformative power of stepping beyond the familiar.

Check out Wayfinder Life-Changing Travel and listen wherever you get your podcasts.

Xploreum connects you with authentic wilderness expeditions led by trusted local experts. Browse real adventures, book directly with experienced guides, and get $200 off your first trip using code HumanAdventure2026 at xploreum.io/humanadventure. 

The untold story of how a young Peruvian boy's fascination with National Geographic magazines transformed into a life dedicated to global exploration unfolds in my conversation with Jorge Salas Guevara. As founder of New Paths Expeditions, Jorge has crafted extraordinary journeys to 58 destinations across our planet's most remote corners while personally visiting over 102 unique locations.

Jorge's adventure began in the Peruvian Andes, traveling treacherous mountain roads with his family to connect with their ancestral culture. His grandfather's worldwide travels and gift of National Geographic magazines sparked a passion that later flourished when Jorge discovered rock climbing while studying in Chile. A chance opportunity replacing an ailing guide in Patagonia launched his career leading global expeditions, eventually rising to leadership positions in major travel companies before founding New Paths Expeditions, now celebrating its tenth anniversary.

What sets Jorge's approach apart is his dedication to balancing nature with authentic cultural immersion. While his small groups of 10-12 travelers witness spectacular wildlife in destinations like the Pantanal (jaguars), Madagascar (lemurs), and Papua New Guinea (birds of paradise), they also experience meaningful human connections. Jorge arranges cooking classes with local grandmothers, private lectures with renowned archaeologists, and spontaneous "pop-up opportunities" like visiting Berber nomad camps. His 27-year relationship with Papua New Guinea has made him an honorary member of two indigenous clans, giving his groups unparalleled access to one of Earth's most fascinating cultural frontiers, where people maintaining Stone Age traditions simultaneously navigate the modern world with smartphones.

Whether you're captivated by wildlife photography, cultural anthropology, or simply seeking experiences that transcend ordinary tourism, Jorge's philosophy of adventure as "discovery" offers a refreshing perspective on meaningful travel. Connect with New Paths Expeditions to discover how your next journey might become the adventure of a lifetime.

To learn more about Jorge follow check out New Paths Expeditions npexpeditions.com and check out their Instagram page @npexpeditions.

Want to be a guest on Journey with Jake? Send me a message on PodMatch, here: https://www.podmatch.com/hostdetailpreview/journeywithjake

Discover the journeys that do more than take you somewhere new—they change the way you see yourself and the world. Wayfinder Life-Changing Travel explores unforgettable adventures, hidden places, and the transformative power of stepping beyond the familiar.

Check out Wayfinder Life-Changing Travel and listen wherever you get your podcasts.

Xploreum connects you with authentic wilderness expeditions led by trusted local experts. Browse real adventures, book directly with experienced guides, and get $200 off your first trip using code HumanAdventure2026 at xploreum.io/humanadventure. 

Bonus 7 - Unlock your motivation in our latest episode featuring Devan Gonzalez, a dynamic entrepreneur and fitness enthusiast whose journey inspires countless individuals. From a young age, Devan was pushed to explore different sports, leading him to become a martial arts instructor at just 13. This early exposure laid the groundwork for his lifelong passion for fitness and entrepreneurship.

In this engaging conversation, Devan reveals how he transitioned from personal training into founding Strive 11 Fitness—a unique gym model that mixes the energy of boot camps with the personal touch of individualized training. Through a flexible schedule and passionate coaching, Strive 11 allows members to achieve their fitness goals while fitting seamlessly into busy lives.

Delving deeper, Devan shares valuable insights on the critical role of mindset in overcoming obstacles and building a lasting legacy. He emphasizes that our beliefs can significantly impact our actions, shaping our personal and professional paths. Learn how Devan masterfully balances family life with the demands of being a successful entrepreneur, reminding us that presence within our homes is just as important as our pursuits outside.

Ready to break limits and inspire greatness? Tune in to this motivational episode, and don’t forget to visit Devan's website www.devangonzalez.com for resources and further inspiration! Subscribe, share, and leave a review to support our journey as we explore fascinating stories from remarkable individuals.

Want to be a guest on Journey with Jake? Send me a message on PodMatch, here: https://www.podmatch.com/hostdetailpreview/journeywithjake

Discover the journeys that do more than take you somewhere new—they change the way you see yourself and the world. Wayfinder Life-Changing Travel explores unforgettable adventures, hidden places, and the transformative power of stepping beyond the familiar.

Check out Wayfinder Life-Changing Travel and listen wherever you get your podcasts.

Xploreum connects you with authentic wilderness expeditions led by trusted local experts. Browse real adventures, book directly with experienced guides, and get $200 off your first trip using code HumanAdventure2026 at xploreum.io/humanadventure. 

#151 - What could inspire someone to leave a stable engineering career and venture into the unknown on a bicycle? Meet Jacob Lemanski, whose incredible journey of 999 days biking across the globe defies expectations and challenges societal norms. In this episode, Jacob shares his odyssey from rural Pennsylvania to the world stage, driven by a passion ignited during a cross-country bike tour at the tender age of 20. His story is not just about the miles traveled but the transformation of his life's path, as he finds fulfillment and a new identity through this daring adventure.

Jacob's journey wasn't meticulously planned—quite the opposite. With minimal route mapping and a focus on spontaneous exploration, he embraced uncertainty, relying on robust gear and the support of a tracking device for peace of mind. Covering over 38,000 miles across six continents, Jacob reveals the logistics and challenges of traveling self-sufficiently, surviving on little more than food and water. It's a tale of resilience, an embrace of the unknown, and a testament to the power of living life on one's own terms.

From the dangers of the Andean mountains to the serene beauty of the Yucatan Peninsula, Jacob recounts the highs and lows of life on the road. He opens up about the emotional challenges of disconnecting from modern communication and the profound joy found in nature’s simplicity. The journey didn't just change his perspective; it led to a creative pivot—from engineering to founding Ant Life, an art company inspired by humble ant farms. Jacob invites listeners to experience the vastness of human potential and the world's beauty, offering inspiration to embark on their own journeys of discovery.

Want to be a guest on Journey with Jake? Send me a message on PodMatch, here: https://www.podmatch.com/hostdetailpreview/journeywithjake

Discover the journeys that do more than take you somewhere new—they change the way you see yourself and the world. Wayfinder Life-Changing Travel explores unforgettable adventures, hidden places, and the transformative power of stepping beyond the familiar.

Check out Wayfinder Life-Changing Travel and listen wherever you get your podcasts.

Xploreum connects you with authentic wilderness expeditions led by trusted local experts. Browse real adventures, book directly with experienced guides, and get $200 off your first trip using code HumanAdventure2026 at xploreum.io/humanadventure.