Share The Struggle

What if the real upgrade this year isn’t a new purchase, but a new pattern of thinking? We open the door to a raw, relatable conversation about why we obsess over stuff, set punishing deadlines, and then watch our motivation fade while anxiety grows. From a scratched-CD glitch to a stack of old vinyl and a French bulldog cameo, the setup is light—but the message lands heavy: we’ve been valuing thi...

New Year, new kind of resolution: what if choosing patriotism—real, responsible, everyday patriotism—could lower the temperature, raise our standards, and bring some pride back into the room? We kick off 2026 by breaking down a high-stakes operation and the bigger story it tells about competence, courage, and common ground. We walk through Operation Absolute Resolve with a focus on what made it ex...

Midnight won’t fix your life, but a decision might. We’re closing the year by doing the uncomfortable work most people avoid: naming what we will leave behind so we can walk lighter, clearer, and truer. Instead of stacking new goals on old baggage, we cut off the dead weight—labels we accepted, habits that stole our time, and stories that made our struggles feel like our names. I share the line th...

Snow outside, lights low, coffee at night, and a toddler determined to cameo—this Christmas special is equal parts cozy and chaotic. We leaned into it. From goofy elf names to heartfelt family memories, we explore how the holidays feel when traditions shift and real life spills across the wrapping paper. We start with humor—Minty McCandy Cane, Happy Stocking Stuffer, and the legend of Jingle Pickl...

Time moves quietly, until you realize 2016 is somehow a decade behind you. We lean into that jolt and turn it into a practical tool to calm holiday anxiety: look back ten years, then name the next ten with intention. Along the way, we get honest about the economy’s squeeze, the pressure to be merry, and how reflection can ground you when everything feels loud. We map a real decade—marriage, a home...

Holidays have a way of turning up the volume on everything—joy, grief, pressure, and hope. This week, we follow a small family errand that became a marker moment: a dad, his daughter, his brother home after 15 years, and their mother, all riding out to find a Christmas gift. In the middle of the drive, a bald eagle swept overhead—an unmistakable nudge that love and legacy keep circling back. That...

A snow globe of a day turns into a reunion years in the making as we welcome my brother home and share our first Thanksgiving together in decades. We open about addiction, boundaries, small business stress, and the hope that comes from second chances. • early holiday stress, small business sales push, and marketing noise • seeing Christmas through our daughter’s eyes and finding perspective • fami...

Holidays bring glitter and gravity at the same time. We’re laughing about hot coffee and bulldogs one minute, then staring down the second anniversary of my dad’s passing the next. That’s real life at our place: farm chores, craft fairs, small business hustle, and the quiet question that keeps chasing me—am I still making him proud? We walk through the messy middle. I talk about avoiding my to-do...

The kind of moment that keeps a dream alive doesn’t always arrive with a banner; sometimes it’s a quiet ping at the register and a lump in your throat. We finally crossed the sales number we set five years ago—through shutdowns, grief, a newborn, and more near-misses than we care to count—and it hit us with a wave of validation bigger than the math. The goal wasn’t about getting rich; it was about...

The holiday rush came roaring back and, for a weekend, the mall felt alive again. We landed a two-week pop-up at the Bangor Mall, solved a tough layout challenge, and ended up with a space that felt like our own shop—clean sightlines, a long counter for checkout, and room for people to browse without bumping shoulders. Pair that with neighbors selling handcrafted American flags and our tees hangin...

A missing laptop charger, a freezing parking lot, and a crowd of costumed kids shouldn’t add up to a breakthrough—but that’s exactly where the weekend took us. What started as a simple pair of charity DJ gigs turned into a lesson on composure, community, and the kind of closure you don’t plan for but desperately need. We kick off with a trunk-or-treat at Arundel Ford a local Ford dealership, where...

What if the thing you’re missing is the very thing that could make you unstoppable? We dig into the uncomfortable truth that scarcity can be a strategic advantage and explore how to turn setbacks into a springboard for action, growth, and grit-fueled wins. Pulling from 50 Cent’s The 50th Law, we break down why “every negative situation contains the possibility for something positive,” and then put...

Grief doesn’t keep a tidy calendar. After months of waiting, closed doors, and a family pulled in different directions, we finally laid a mother to rest beside her dad and felt the first real breath of relief. The next morning, we did something brand new together: we walked into church as a family, not for ceremony or obligation, but for hope. What unfolded was honest and unscripted—tears in the f...

Grief can flatten you—or forge you. On Charlie Kirk’s first heavenly birthday, we sit with the weight of loss and the power of witness as Erica Kirk accepts the Presidential Medal of Freedom and models a fearless, faith-first path forward. That moment reframed our day and our decisions, pulling a simple prayer—“Thy will be done”—from ink on skin into the center of our work, our words, and our home...

The season finale came with bigger stakes and sharper edges: we expanded our Fryeburg Fair booth by 10 feet, doubled down on Made in USA quality, and walked straight into the kind of attention that tests your backbone. We break down the real numbers—rent jumps, tent upgrades, inventory bets—and how an opening surge leveled into a week that finished a hair shy of our all-time record. Second best ev...

When everything that can break decides to break—bus, budget, and belief—you find out what you’re really building. We pushed into our biggest Fryeburg Fair ever by tripling our booth size, stretching every dollar, and betting on our community. Then the week erupted: the bus died at a gas station, the camper lights quit at dusk, and the last credit card barely covered a rental truck. We turned wrenc...

Left-wing lunatics hoped for a funeral. America got a revival.  Sunday's Charlie Kirk memorial service transformed into something extraordinary - a spiritual awakening that reached far beyond the 100,000 people physically present in Arizona. Viewers worldwide witnessed not just remembrances of a remarkable 31-year-old conservative leader, but testimonies that sparked what many are calling a t...

The brutal assassination of Charlie Kirk has left America reeling, forcing us to confront the devastating reality of political violence in our nation. In this raw, emotional episode, we process this tragedy together, examining not just what happened, but what it means for our collective future. Charlie Kirk embodied something rare in today's political landscape—a willingness to engage with op...

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 business preparation, requiring us to bring in about 2,000 items in the coming weeks • We successfully DJed Jake and Sage's wedding despite last-minute challenges and a...

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 mechanical failures with the help of "redneck mechanics" who found creative solu...

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 celebration and chaos as we mark my daughter Paisley's first birthday while simultaneously dealing with our third consecutive year of vehicle disasters at this event. The bus is...

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 mental shift that entrepreneurs rarely talk about: redefining what success looks like mid-journ...

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 like to open your booth in 95-degree heat, wait five hours for your first sale, and end a 10-hour d...

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 work and relationships  • A stark contrast between DJing at an unappreciative biker bar versus a 9-year-old's birthday party • Living in a school bus for 11 days at Skow...

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 "Mullets and Daisy Dukes" night with strong crowd participation • Struggling with staff tensions around playing past the scheduled 11 PM end time  • Entertaining an enth...