The holidays can magnify what we carry—grief that resurfaces, bills that stack up, and the pressure to be cheerful when life feels heavy. Yet those same weeks can also open space for surprising grace. This episode traces a simple family errand…
The holidays can feel like a snow globe—beautiful on the surface, chaotic when shaken. That’s exactly where I sat to record: a rotating tree twinkling, snow falling, and a head crowded with worry about money, missed prep, and the avalanc…
The holidays arrive with clashing energies: joy, noise, and the quiet ache of who is missing. This episode sits right in that tension. We open with gratitude, football, and hot coffee, then slide into real life: craft fairs, farm chores, and the sur…
The heart of this episode centers on two threads that twist together: long-haul grit in a small business and a raw, human reminder that miracles can appear in ordinary places. We open with gratitude for new listeners and a check-in on the year&rsquo…
The season’s first cold snap hit and, with it, a rush of energy that felt both new and familiar. We set up inside the Bangor Mall for a two-week pop-up and tasted what a storefront could be without the year-round burden. The space wasn’t…
The weekend began as a simple calendar win: two back-to-back DJ gigs we could squeeze in before the holiday slowdown. It turned into a study in composure, community, and closure. The first event was a trunk-or-treat at a local Ford dealership, a hom…
Can a lack of resources be an advantage? That’s the thread we pull until the whole sweater of fear, timing, and resilience unravels into something useful. We start by reframing struggle as signal, not stop sign. Curtis Jackson’s 50th Law…
Grief rarely follows a clean script. One of us said a final goodbye at a small graveside service, placing a mother’s ashes beside her father, and the room for words felt both too large and too small. There was no preacher, no formal liturgy, j…
Grief is a strange teacher. It startles us awake, strips away the extra, and leaves a short list of things that truly matter: God, family, country, and the courage to keep moving. That urgency runs through this conversation as we mark Charlie Kirk&r…
The fair season closed with grit, gratitude, and a head-on look at what growth really costs. We went into our biggest event—Fryeburg Fair—betting on a larger footprint, a sharper display, and the belief that curb appeal meets conversion …
The closer we move toward the life we imagine, the louder the resistance becomes. That’s the heart of this story: a small family business pushing into its biggest event of the year while everything mechanical, financial, and emotional seems se…
Charlie Kirk's memorial service wasn't just a gathering—it was a nationwide revival that touched millions of Americans and showcased the extraordinary impact one life can have when lived with purpose and conviction. What was expected by some t…
The Assassination of Charlie Kirk: A Nation at a Crossroads The tragic assassination of Charlie Kirk has sent shockwaves throughout America, leaving many of us grappling with profound sadness, confusion, and fear about the direction of our nation. …
Navigating the chaos of life is something we all face, but sometimes it feels like everything hits at once. That's exactly where we find ourselves at the Liberty household – in the midst of what I've aptly called "Busy City." The biggest even…
The Profound Journey of Parenthood and Entrepreneurship: Celebrating Milestones Amidst Challenges Parenthood transforms everything. When you welcome a child into your life, the entire landscape shifts, priorities realign, and you discover strengths…
Finding Strength in the Struggle: How Vehicle Disasters, Production Delays, and Life Challenges Become Stepping Stones When you're an entrepreneur, especially one who takes their business on the road, challenges aren't just occasional hurdles&mdash…
The journey of entrepreneurship is often romanticized as a straight path to success, but the reality is far messier and more challenging. My recent experience at the Skowhegan Fair perfectly illustrates this truth, offering valuable lessons for anyo…
The Journey of a Small Business Owner: Counting Blessings Amidst Struggles Running a small business is often romanticized as the ultimate freedom—being your own boss, setting your own hours, and building something from nothing. What's rarely …
The transformative power of appreciation cannot be overstated, whether in personal relationships or professional settings. In this week's Share the Struggle podcast episode, I explore this concept through a simple yet profound experience that perfec…
The age-old struggle between career and family took center stage at Bentley Saloon last weekend when longtime DJ and podcast host Keith made an unexpected announcement during his final set of the season. What began as a typical "Mullets and …
The Road to Syracuse: Lessons from a Small Business Journey When you're running a small business, especially one that requires constant travel and events, the journey is rarely straightforward. Our recent trip to Syracuse Nationals demonstrated thi…
Resilient Optimism in Action: Finding Success Amid Small Business ChallengesLast week on Share the Struggle Podcast, we explored the concept of resilient optimism - a powerful mindset that acknowledges difficulties while maintaining a hopeful outloo…
Resilient Optimism: The Entrepreneur's Secret WeaponIn the challenging world of entrepreneurship, maintaining a positive outlook while facing constant setbacks is perhaps the most valuable skill a business owner can develop. This isn't about naive p…
Breaking the Bad Luck Cycle: Finding Joy in Imperfect MomentsWe've all experienced those stretches of time when absolutely nothing seems to go right. The universe appears to be working against us, testing our resilience and patience at every turn. A…
