Episodes

Life gets hectic at the Liberty household as we prepare for Fryeburg Fair, work weddings, and navigate a major career change that could transform our family's work-life balance. • Fryeburg Fair approaches with significant bus...

We celebrate our daughter's first birthday while reflecting on a challenging yet rewarding year at Windsor Fair and the struggles that shape our entrepreneurial journey. The road isn't always smooth, but finding joy and purpose through difficulties has become our greatest strength. • Overcoming bus…

The struggle is real, but so is the strength that emerges from it. This raw, unfiltered episode takes you behind the scenes of entrepreneurship when everything that can go wrong, does. Windsor Fair season brings both celebrat...

Ever feel like you're putting everything into your business only to fall short of expectations? That's exactly where I found myself at the Skowhegan Fair this year. After days of watching people walk past my booth, enduring stretches of 5-6 hours without a single sale, I had to make a critical ment…

Sometimes the hardest moments reveal our greatest blessings. From the comfort of my wife's camper instead of the school bus I planned to sleep in, this episode takes you on the raw, unfiltered journey of a small business owner fighting for survival at the Skowhegan State Fair. What does it feel lik…

We explore the transformative impact of appreciation in both personal and professional settings while preparing for a new adventure at the Skowhegan Fair. • Appreciation makes a significant difference in how we feel about our...

Faced with balancing career and family, DJ Keith makes a life-changing decision to step away from his longtime gig at Bentley Saloon to focus on fatherhood and more profitable ventures. • Reflecting on a successful final "Mul...

The journey to Syracuse Nationals wasn't just another road trip – it was a testament to resilience in the face of adversity for Loud Proud American. What began with a production nightmare when our custom racing t-shirt design arrived completely wrong quickly cascaded into a series of challenges tha…

Resilient optimism isn't just a trendy concept—it's the beating heart of entrepreneurship. After exploring this powerful mindset last week, we immediately faced the perfect opportunity to put it into practice at our first fair of the season. The results? A much-needed victory that confirmed we're t…

Ever feel like you're drowning in challenges while trying to stay positive? That tension between acknowledging reality and maintaining hope is exactly what this episode explores through the lens of resilient optimism. We dive deep into the entrepreneurial journey — not the glamorized social media v…

Breaking a streak of bad luck doesn't require perfect circumstances – it demands a perspective shift that transforms how we experience life's inevitable challenges. As I celebrate the milestone of 260 episodes spanning five consecutive years of Share the Struggle, I find myself reflecting on a chao…

Ever notice how that familiar routine you once loved suddenly feels like a prison? That's exactly what hit me this week as I found myself sweating in my garage, recording this episode while contemplating one of life's hardest truths: I've outgrown my comfort zone. After 13 years of entertaining cro…

Have you ever felt that pit in your stomach when you realize a relationship you once cherished has evolved into something that drains rather than sustains you? That moment when it dawns on you that your time, energy, and good...

We explore how unexpected blessings can become powerful catalysts for change when we recognize and embrace them with gratitude. • Life often tests us hardest right before sending the solutions we need • Comparing ourselves to...

Freedom of expression comes with responsibility, and when our nation's independence celebrations are targeted for cancellation, we need to examine what this means for our shared values and identity as Americans. • TikTok tren...

What happens when life forces you to confront deep-seated negativity? My wife joins me to share her transformative journey in this powerful episode that examines how removing toxicity creates space for unexpected blessings. A...

Ever find yourself questioning whether the entrepreneurial journey is worth it? That moment when you look at the calendar, realize half the year has passed, and your goals seem further away than ever? You're not alone. After ...

What happens when your business is growing 92% but you're still struggling with doubt, guilt, and anxiety? Welcome to the entrepreneur's paradox. Ever feel like you're being pulled in multiple directions at once? In this reve...

Alli joins us again to share the conclusion of her healing journey through shamanic Reiki sessions, focusing on finding closure after her biological mother's passing due to addiction. • Appreciating listeners who reached out with support and sharing similar experiences • Describing the experience o…

Alli returns to share her healing journey after opening up about her mother's tragic loss to addiction and suicide last week. • Sharing raw, vulnerable stories in real-time speeds up healing and can help others find their own...

The grip of addiction tears through families like a silent hurricane, leaving behind shattered relationships and broken promises. In this raw, vulnerable episode, we dive deep into what it truly means to love someone battling...

"Maine continues to cater to transgenders at the expense of women." This powerful statement opens a raw, honest conversation about a growing controversy in Maine's social landscape. Following the state's decisions about trans...

Maine's transgender policies have cast the state into an unwelcome national spotlight, creating ripple effects that reach from schoolyards to prison cells and ultimately into living rooms of everyday families like mine. The f...

I explore whether social media can actually increase productivity, sharing surprising results from a challenge my wife gave me to do TikTok Lives while working. This counterintuitive approach completely transformed my perspec...