In this episode, I talk about what it really feels like to start something new and why flow doesn’t show up right away. I reflect on learning to snowboard, stand up paddleboard, and ride a one wheel, and how each experience felt awkward, frustrating, and unsteady at the beginning.

I share what was going on internally during those moments—the self-doubt, the mental chatter, and the temptation to quit when things didn’t feel natural. I explain how falling and struggling weren’t signs of failure, but actually part of the process of learning.

I connect this idea to real life, including what I see as a teacher and instructor. Whether it’s kids learning something new or adults stepping outside their comfort zone, we often expect things to feel smooth right away, when in reality growth happens through the awkward stage.

I close with a reminder that flow comes after the struggle, not before it. If it feels difficult at the beginning, that doesn’t mean something is wrong—it means you’re in the process. Stay with it, and that’s where things begin to shift.

• Learning snowboard, paddleboard, and one wheel
• Early struggle and falling repeatedly
• Mental doubt and self-talk
• Support from others and learning tools
• Flow comes after frustration
• Staying with the process

• Flow doesn’t happen at the beginning
• Struggle is part of learning something new
• Mental doubt can stop progress early
• Growth comes from staying with it
• Awkward beginnings lead to real progress

In this episode, I open up about why I’m starting the Outdoor Funky Podcast again after stepping away from it. I reflect on how life, teaching, and other projects pulled my attention, even though I had meaningful outdoor experiences worth sharing.

I take you back to a powerful stretch of time in Florida, where I spent days paddling different waters with no strict plan. Those moments reminded me what it feels like to be fully alive—exploring, adjusting, and simply being present without forcing anything.

I connect that experience to a bigger idea: Outdoor Funky isn’t about extreme adventures or being an expert. It’s about starting, exploring, and allowing the outdoors to shape how you live your everyday life—through balance, flow, and presence.

I close by sharing what’s ahead for the podcast, including a focus on paddling and the lessons it reveals. More than anything, this is an invitation—to begin, to explore, and to step into something without needing it all figured out.

• Restarting the Outdoor Funky Podcast
• Life, teaching, and shifting priorities
• Florida paddle experience
• Living without a strict plan
• “You don’t need extreme to explore”
• Leaning into paddling and presence

• You can start again without being perfect
• Real experiences are worth sharing
• The outdoors brings clarity and presence
• You don’t need extreme to explore
• Growth begins with a willingness to start

The salient point of our discussion centers on the profound experience of visiting the Field of Dreams in Dyersville, Iowa, which embodies not merely a location but a nexus of connection, legacy, and wonder. This site, steeped in nostalgia, offers a unique opportunity for families to engage in simple yet meaningful activities, such as playing baseball amidst the tranquil backdrop of cornfields. We recount our serendipitous decision to visit this iconic locale during a family road trip, underscoring the value of spontaneous adventures that enrich our lives. Through our reflections, we emphasize that true magic often resides in unpretentious moments shared with loved ones, rather than in grandiosity. Ultimately, we encourage our listeners to seek out their own "fields of dreams," fostering moments that resonate deeply within their hearts.

The exploration of the Field of Dreams serves not merely as an account of a physical location but as a profound journey into the realms of nostalgia, connection, and the essence of joy. Nestled in Dyersville, Iowa, this iconic site transcends its cinematic origins, offering a sanctuary where the echoes of baseball resonate amidst the tranquility of cornfields. The host, Nicholas Cleave, articulates the transformative experience of visiting this hallowed ground, where visitors can engage in the simple pleasures of tossing a ball, running the bases, and reliving the magic of childhood dreams. The Field of Dreams epitomizes the intersection of memory and place, inviting individuals and families alike to immerse themselves in a shared legacy that is both personal and universal. As Cleave recounts his own familial visit, he emphasizes the significance of unplanned adventures that often yield the most cherished memories, highlighting the spontaneity that defines the essence of family road trips.

The narrative unfolds with a vivid depiction of the site itself, characterized by its unpretentious beauty and the palpable sense of history that permeates the air. Cleave's reflections on the joy experienced by his children, juxtaposed with his own prior visits, illuminate the enduring nature of the human spirit's connection to such places. It evokes a sense of wonder, urging listeners to recognize that the magic of the outdoors lies not in grandiosity but in the authenticity of experiences shared with loved ones. The Field of Dreams stands as a metaphor for the aspirations we hold and the moments that define us, encouraging all to seek out their own 'field of dreams' in the quiet corners of life.

Ultimately, this episode serves as a clarion call to embrace exploration and adventure, to discover the hidden gems that lie just beyond our planned itineraries. Cleave's narrative resonates with the listener, compelling them to reflect on their own personal journeys and the significance of familial connections forged through shared experiences. The Field of Dreams is portrayed not just as a destination but as a vital reminder of the power of place in shaping our memories and relationships, urging all to venture forth and create their own lasting legacies in the great outdoors.

Takeaways:

• The Field of Dreams is not merely a location, but a profound symbol of nostalgia, legacy, and connection.
• Experiencing the Field of Dreams allows families to engage in meaningful outdoor activities together.
• Surprising moments often enhance family vacations, as illustrated by our spontaneous visit to the Field of Dreams.
• Outdoor adventures, such as visiting the Field of Dreams, create lasting memories that resonate deeply within us.
• The simplicity of the Field of Dreams emphasizes that magic can exist in serene and unassuming places.
• One's personal 'field of dreams' may serve as a source of inspiration and reflection throughout life.

Links referenced in this episode:

• fieldofdreams.com

Companies mentioned in this episode:

• Field of Dreams
• Wisconsin Dells

The salient focus of this podcast episode is the theme of resilience, encapsulated within the narrative of our distinguished guest, Cailee Conlon, as she embarks upon her solo journey through Ragbrai 52. Two years prior, she faced a formidable challenge when she had to withdraw from the ride due to a knee injury, a decision that weighed heavily upon her spirit. However, this year marks her triumphant return, embodying the essence of determination and personal growth as she endeavors to complete every mile. In our conversation, we delve into her profound transformation, exploring the pivotal mindset shifts that enabled her to confront her fears and embrace the arduous journey ahead. Through her story, we illuminate the notion that true strength lies not merely in physical endurance, but in the unwavering choice to persevere in the face of adversity.

The podcast episode showcases an inspiring narrative centered around the theme of resilience and the transformative power of endurance sports, specifically through the lens of Ragbrai 52. Nicholas Kleve, the host, introduces his guest, Cailee Conlon, a solo rider who embodies the spirit of determination and perseverance. Cailee shares her poignant journey of returning to Ragbrai after a challenging experience two years prior, where an injury forced her to withdraw. This year, however, she is resolute in her quest to complete every mile. The dialogue unfolds as Cailee reflects on her past struggles, the mental fortitude required to face her fears, and the importance of maintaining a positive mindset throughout her journey. The episode delves into the profound connection between physical challenges and mental strength, emphasizing that true resilience is forged in moments of adversity. Cailee's story serves not only as a personal testament to overcoming obstacles but also as a beacon of encouragement for listeners contemplating their own journeys in the face of uncertainty. Through her candid revelations, the episode encapsulates the essence of adventure, the significance of community, and the fulfillment that comes from setting and achieving personal goals.

As the conversation progresses, the episode further explores the nuances of Cailee's solo journey during Ragbrai, where she navigates both the physical demands of cycling and the emotional landscapes of independence. Despite riding alone, she finds solace and camaraderie among fellow cyclists, illustrating the communal spirit that defines the event. Cailee articulates how her initial feelings of isolation transformed into a celebration of shared experiences, as she engages with diverse participants, each with their own stories of triumph and challenge. This dynamic interaction underscores the idea that even in solitary pursuits, one can find connection and support, reinforcing the notion that we are never truly alone in our journeys. The episode concludes with thoughtful reflections on the importance of showing up—both physically and mentally—and the courage it takes to pursue one's passions despite the fears that may linger. Cailee's journey is a powerful reminder that resilience is not merely about enduring hardship, but about embracing the adventure of life itself, one pedal stroke at a time.

Takeaways:

• In this episode, we delve into the profound essence of resilience, exploring how individuals confront their past setbacks and emerge stronger through perseverance and determination.
• Our guest, Kaylee Conlon, shares her inspiring journey of returning to Ragbrai after a challenging experience two years prior, emphasizing the strength found in facing one's fears.
• We discuss the significance of maintaining a positive mindset, particularly in endurance challenges, and how mental fortitude can significantly influence physical performance.
• Kaylee illustrates the importance of community support during her solo ride, highlighting how shared experiences and encouragement can enhance the journey of personal growth and adventure.
• The episode underscores the idea that true adventure transcends mere physical exertion; it is about the courage to continue and the choices we make in the face of adversity.
• Listeners are encouraged to embrace their feelings and transform challenges into opportunities for growth, reinforcing the notion that resilience is a vital component of success.

Links referenced in this episode:

• ragbrai.com

Companies mentioned in this episode:

• Ragbrai
• Sioux City
• Siouxland

The episode centers on the recent completion of Ragbrai 52, a notable cycling event traversing the picturesque landscapes of Iowa. As we reflect upon our journey, I, alongside my esteemed guests Mya Kleve and Steele Welcher, share our experiences of covering an impressive 440 miles over the course of the week. The discussions delve into the challenges faced and the picturesque towns we encountered, highlighting the camaraderie and vibrant community spirit that defines this event. I recount the exhilarating moments of the ride, including the significant tradition of dipping our tires in the Mississippi River at the journey's conclusion. Together, we inspire our listeners to engage in similar adventures, emphasizing the profound joy derived from exploration and connection with nature.

A reflective discourse on the conclusion of Ragbrai 52 unfolds within the podcast, wherein the speakers, Nicholas, Mya, and Steele, share their multifaceted experiences of the week-long cycling event. The episode delves into the intricacies of their journey, highlighting the physical exertion required to traverse Iowa's undulating terrain while also celebrating the moments of joy and camaraderie shared with fellow riders and local inhabitants. The speakers recount their encounters with the Amish community, illuminating the significance of human connection in the midst of a physically demanding challenge. Additionally, they discuss the logistical aspects of their journey, including equipment choices and the personal adaptations made to enhance their cycling experience, showcasing a blend of practical wisdom and personal anecdotes. Throughout the episode, the overarching message of embracing adventure and the transformative potential of engaging with the world around us is emphasized, encouraging listeners to pursue their aspirations, however daunting they may seem. The podcast concludes on an uplifting note, inspiring audiences to seek out their own adventures, whether through cycling or other means, thereby fostering a spirit of exploration and connection with nature.

Takeaways:

• The completion of Ragbrai 52 signifies not only a challenging physical endeavor but also a profound sense of community among participants.
• Participants experienced diverse weather conditions during Ragbrai, including unexpected rain, which contributed to the overall adventure and camaraderie.
• The journey across Iowa revealed picturesque landscapes, including majestic hills and charming Amish communities, enhancing the cycling experience.
• The tradition of dipping tires in both the Missouri and Mississippi Rivers symbolizes the completion of a journey filled with memories and personal achievement.
• Cyclists expressed feelings of accomplishment and exhaustion, highlighting the physical demands of biking over 400 miles in a week.
• The podcast emphasizes the importance of exploration and adventure, encouraging listeners to embark on their own journeys, regardless of location.

The salient point of this podcast episode centers on the experience of a short yet fulfilling ride during Ragbrai 52, encompassing a mere 38 miles from Dunkerton to Fairbank to Oliwin. Throughout this day, I, Nicholas Cleave, alongside my best friend and my daughter, Maya, embraced a recovery-oriented biking pace, allowing us to recuperate from the challenges of the preceding days. The morning commenced with a pleasantly cool atmosphere, which gradually transitioned to warmth as we pedaled along. We took the opportunity to indulge in culinary delights, notably a slice of delectable church lady pie, which served as a delightful reward after six days of exertion. Ultimately, this episode reflects on the significance of cherishing small joys and the importance of companionship amidst the rigors of an arduous journey.

Day six of Ragbrai 52 presented itself as a brief yet significant respite amid a week of vigorous cycling. The day’s ride, measuring a modest 38 miles from Dunkerton to Oelwein, allowed for a leisurely exploration of the terrain while fostering a sense of community with my riding companions. The atmosphere was notably casual, characterized by a focus on recovery and enjoyment rather than the relentless pursuit of distance. As we navigated the route, the weather transitioned from a refreshing coolness to a warm embrace, which not only invigorated our spirits but also set the tone for a day centered around camaraderie and shared experiences.

The culinary interlude at Mr. Pork Chop was a highlight of the day, providing not only sustenance but also an opportunity for connection and enjoyment. The subsequent indulgence in church lady pies, including my cherished strawberry rhubarb variant, served as a poignant reminder of the joys found in simplicity and tradition. The act of sharing dessert with loved ones encapsulated the essence of our journey, as these small moments of joy contribute significantly to the overall experience of Ragbrai.

After our ride, we found solace in an open-sided shelter at our campsite, creating a space for relaxation and reflection. This fortuitous discovery allowed us to recharge both physically and mentally, as we prepared for the challenges that lay ahead in the coming days. Our evening concluded with a delightful meal at the Pizza Ranch, where the comforts of fried chicken and pizza provided a fitting end to a day marked by lightheartedness and connection. Day six stands as a testament to the power of community, recovery, and the celebration of life’s simple pleasures, reinforcing the notion that the journey is as important as the destination.

Takeaways:

• The podcast episode features a detailed account of day six of Ragbrai 52, emphasizing a short yet enjoyable ride under cool conditions that eventually warmed up.
• Nicholas Kleve shares his experience riding with his daughter and best friend, creating a casual and recovery-focused atmosphere amidst the challenging week of cycling.
• The significance of small joys, such as indulging in various types of pie, is highlighted as a means to find happiness during the rigors of long-distance cycling.
• Kleve reflects on the importance of taking moments to breathe and appreciate the journey, as he prepares for the impending longer ride scheduled for the following day.
• The episode underscores the camaraderie and shared experiences that enhance the joy of outdoor activities, particularly in the context of cycling with loved ones.
• Listeners are encouraged to embrace exploration and individuality, reminding them of the enriching experiences found in the outdoors.

Companies mentioned in this episode:

• Mr. Pork Chop
• Pizza Ranch

The salient point of today's discussion is the significance of incorporating reset days into long-distance biking journeys, particularly exemplified by our recent experience on day five of Wrightbride 52. Following a challenging previous day characterized by inclement weather and insufficient rest, we embarked on a rejuvenating ride through Iowa Falls to Cedar Falls, covering just over 50 miles under cool, gray skies. This lighter day provided a much-needed opportunity for both physical recuperation and mental clarity, allowing us to embrace a more leisurely pace while enjoying the camaraderie of our fellow riders. In our dialogue, I share valuable insights on the importance of honoring these reset days and the necessity of checking in with oneself during mid-ride reflections. Ultimately, this episode serves to emphasize that the journey is not merely about achieving distance but rather about cultivating a mindful and intentional riding experience.

Takeaways:

• The fifth day of the Wrightbride 52 journey provided a much-needed mental and physical reset after a challenging previous day.
• We traversed a distance of slightly over fifty miles, experiencing a smooth and tranquil ride through gray skies.
• I learned the importance of having emergency gear on hand, especially during adverse weather conditions.
• A day of lighter activity allowed us to recharge, emphasizing the necessity of midweek reset days during long rides.
• Enjoying simple pleasures, such as a cinnamon roll, can enhance one's experience and provide joy during physically demanding activities.
• Finding peace in the journey is more important than merely focusing on the distance, allowing for a more fulfilling ride.

The primary focus of this podcast episode centers on the challenges and unexpected moments experienced during day four of the Ragbrai cycling event, featuring the reflections of Nicholas Kleve and Steele Welcher. As they navigated the arduous ride of 71 miles from Forest City to Iowa Falls, they encountered a relentless heat and formidable headwinds, which tested their endurance. Notably, Kleve recounts a significant mishap involving a collision with a stationary school bus, which serves as a poignant reminder of the inherent risks associated with cycling. Throughout their discourse, both speakers illuminate the camaraderie and support found within the cycling community, emphasizing the importance of shared experiences and mutual encouragement. Ultimately, this episode captures the essence of adventure, resilience, and the joy of connection amidst the rigors of the ride.

In an engaging conversation, Nicholas Kleve and Steele Welcher illuminate the multifaceted experience of participating in Ragbrai, a notable bicycle ride that spans across Iowa. Nicholas, known as Mr. Funky Teacher, recounts the arduous journey of day four, which entailed a formidable 71-mile ride from Forest City to Iowa Falls. The narrative is rich with vivid imagery, depicting the harsh elements faced during this leg of the journey—relentless winds and sweltering heat that conspired to make the day particularly grueling. However, amid these adversities, the day was not without its moments of joy, characterized by whimsical indulgences such as raspberry ice cream consumed at an unorthodox hour, and the amusing yet cautionary tale of Nicholas’s unexpected encounter with a stationary school bus, which underscores the need for vigilance while cycling.

Steele Welcher’s insights complement Nicholas’s narration, as he articulates his approach to overcoming the physical challenges presented by the ride. He discusses the significance of cadence and gear management, offering practical advice that resonates with both novice and experienced cyclists. Furthermore, the camaraderie amongst riders emerges as a central theme, as both speakers reflect on the shared experiences that foster a deep sense of community among participants. This communal bond transforms Ragbrai into more than just a physical challenge; it becomes a celebration of connection and shared adventure.

As the episode progresses, the critical role of support teams is emphasized, particularly the SAG (Support and Gear) personnel who provide essential resources to cyclists. Their unwavering dedication ensures that participants can focus on the ride itself, alleviating concerns about hydration and logistics. The conversation ultimately encapsulates the spirit of adventure and resilience that defines Ragbrai, inviting listeners to reflect on their own journeys while celebrating the connections formed through shared experiences in the cycling community.

Takeaways:

• Nicholas Kleve recounts an eventful day during Ragbrai, emphasizing the challenges faced, including relentless heat and strong winds.
• The camaraderie experienced among riders is essential, as they support one another through physical and mental challenges during the ride.
• The significance of enjoying local delicacies, such as raspberry ice cream and Mr. Pork Chop, highlights the unique culinary experiences on the journey.
• A humorous yet serious recount of an accident involving a school bus serves to remind participants of the importance of vigilance while cycling.
• Community engagement is pivotal, as riders from diverse backgrounds come together to enjoy the shared experience of cycling and adventure.
• Ragbrai is not merely a physical challenge, but a celebration of life, connection, and the human spirit through shared experiences on the road.

Companies mentioned in this episode:

• Ragbrai
• Mr. Porkchop
• Berry Fast Cycling
• Siouxland Cyclists
• John's Retro Road Bike Garage
• Schwinn