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Share The Struggle
Loud Proud American, Keith Liberty
278 episodes
4 days ago
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 a last-minute tech failure forced a full pivot: rapid setup, a sound check on a dying laptop, a...
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Self-Improvement
Education,
Business,
Entrepreneurship
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All content for Share The Struggle is the property of Loud Proud American, Keith Liberty and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
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 a last-minute tech failure forced a full pivot: rapid setup, a sound check on a dying laptop, a...
Show more...
Self-Improvement
Education,
Business,
Entrepreneurship
Episodes (20/278)
Share The Struggle
Grace, Gratitude, And Growing Through Grief
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 a last-minute tech failure forced a full pivot: rapid setup, a sound check on a dying laptop, a...
Show more...
4 days ago
1 hour 1 minute

Share The Struggle
What If Fear Was Fuel
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 it to work in real life: using a presale to validate demand and fund production, doubling down ...
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1 week ago
46 minutes

Share The Struggle
Closure, Faith, And A Family First
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 first song, our toddler dancing through worship, and a message that hit like a key turning in a lo...
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2 weeks ago
1 hour 3 minutes

Share The Struggle
Thy Will Be Done; Can Surrender Reshape A Nation?
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 homes. We open up about the tension between honoring a legacy and avoiding the appearance of profit,...
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3 weeks ago
38 minutes

Share The Struggle
Growth, Grit, And A Hard Truth About Respect
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 ever under tougher conditions isn’t a loss; it’s a louder floor and a clearer plan. We dig into wh...
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1 month ago
49 minutes

Share The Struggle
Bus Won’t Start, But the Dream Won't Stop
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 wrenches in the rain, moved mountains with borrowed tools, and showed up on opening day running on fum...
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1 month ago
40 minutes

Share The Struggle
America's Revival: How Charlie Kirk's Legacy Ignites a National Awakening
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 turning point in American cultural history. What makes this moment so powerful? The staggering n...
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1 month ago
34 minutes

Share The Struggle
When Violence Silences Freedom: The Charlie Kirk Tragedy
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 opposing viewpoints. His "prove me wrong" approach gave a platform to those who disagreed with him most...
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1 month ago
1 hour 15 minutes

Share The Struggle
Finding Structure When Everything Changes
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 an unexpectedly quick ceremony • Sometimes taking a break from overwhelming tasks—like mowing a section of ...
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2 months ago
55 minutes

Share The Struggle
When Life Changes, We Choose How to Grow
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 solutions when we needed them most • Navigating the financial ups and downs of Windsor Fair, including weather challenge...
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2 months ago
55 minutes

Share The Struggle
When Everything Goes Wrong, Keep Moving Forward
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 leaking brake fluid faster than I thought possible, the shifter linkage disconnected, and we're stran...
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2 months ago
27 minutes

Share The Struggle
The Courage To Take One More Step
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-journey. When my original sales goals became clearly unattainable, I set new targets that would still represent...
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2 months ago
43 minutes

Share The Struggle
Camper Confessions: Finding Faith at the Fair
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 day with just $120 in your pocket? I'm holding nothing back as I share the mental battle between the d...
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2 months ago
1 hour 18 minutes

Share The Struggle
What a Difference Appreciation Makes
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 Skowhegan Fair while missing family milestones • The "crunch season" of running back-to-back fairs a...
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3 months ago
41 minutes

Share The Struggle
Good Parenting Or Bad Business? You Tell Me
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 enthusiastic bachelorette party that inspired extending the night • Delivering an unplanned, emotional fa...
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3 months ago
42 minutes

Share The Struggle
When Your First Time Is Your Worst Time, Keep Going Anyway
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 that would test our limits. Picture this: six hours on the road in 100-degree heat with a temperamental air conditioner that alternated between cool and hot air every 20 minutes. Our 10-month-old daug...
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3 months ago
47 minutes

Share The Struggle
First Fair Success: Business Challenges and Family Memories
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 trending in the right direction after a challenging start to the year. Every single day of our four-day event outperformed its counterpart from last year, and our brand-new "Midnight Hammer" t...
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3 months ago
43 minutes

Share The Struggle
Resilient Optimism
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 version, but the raw reality of sitting in 95-degree heat for hours to make $40, losing $1,200 worth of merchandise before a major event, and somehow maintaining belief that better days are ahead. T...
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4 months ago
39 minutes

Share The Struggle
Finding Grace When Everything Goes Wrong: Lessons in Gratitude
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 chaotic 24-hour period that perfectly illustrates this truth. From malfunctioning equipment and surprise mortgage payments to vehicle breakdowns, the universe seemed determined to test my resilience. Y...
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4 months ago
50 minutes

Share The Struggle
When Loyalty Becomes a Barrier to Growth
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 crowds at Bentley Saloon's bike week—hosting pinup contests, DJing events, and building my brand—I faced an uncomfortable realization. What once felt like my safety net had transformed into a source o...
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4 months ago
45 minutes

Share The Struggle
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 a last-minute tech failure forced a full pivot: rapid setup, a sound check on a dying laptop, a...