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Share The Struggle

If you find strength in the struggle then this podcast is for you! Everyone struggles the difference is some of us go through it and some of us grow through it, the choice is yours. Share The Struggle Podcast is a raw real-time response to life from a Patriotic S.O.B with an entrepreneurial mindset and a leadership obsession. In this podcast, Keith Liberty shares a collection of life lessons that led him to bet on himself, wins losses, and funny F-ups in between. Leaving a career to chase his…

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Fairground Reality Check

A 1.2 million-attendee fair is supposed to be the win you’ve been chasing. So what happens when you finally land the biggest event of your business life and the sales barely move? We’re recording from the Erie County Fairgrounds in Hamburg, New York, walking the campground before the day starts, giving you the unfiltered vendor reality of life on the road with Loud Proud American. We talk through…

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Recording A Podcast On I-90 While Betting On A County Fair

The highway is loud, the stakes are louder, and we still hit record. We’re rolling south on I-90 in the Proud American Express, headed for the Erie County Fair in Hamburg, New York, and we’re doing it on limited sleep, last-minute repairs, and sheer commitment to keep the podcast streak alive. If you’ve ever tried to build a small business while life keeps moving, you’ll recognize every ounce of…

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What If The Dream Costs Too Much To Keep

I’m running on almost no sleep while we race toward the biggest opportunity Loud Proud American has ever had, and I’m not going to sugarcoat how heavy it feels. Between inventory debt, vehicle repairs, and family grief, I’m trying to find the silver lining and keep putting one foot in front of the other. • juggling early mornings, parenting, and the reality of burnout • preparing for a massive…

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Who Benefits When A Tragedy Becomes Content

A small business doesn’t pause just because the world gets loud. We start by pulling back the curtain on what life looks like right now for Loud Proud American: early mornings in Maine, daddy-daughter duties, piles of apparel to press, designs selling out at the worst possible time, and the stress of gambling on inventory before the biggest challenge in brand history, the Erie County Fair. On top…

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What If Success Is Mostly Community

The truck says “Seek Fuel,” the schedule says “Be set up by 8,” and my body says “Go to bed.” That’s the tension running through Episode 315, where I finally answer the cliffhanger questions: did we make it to the show, how did we pull it off, and what did it cost us in sleep, stress, and pride. We’re coming off eight straight weeks on the road as a small business owner, building Loud Proud…

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Running Tight On Time

Everything is fine until the wheel falls off, the shipment misses the truck, and your calendar has zero open space to fix any of it. We are deep in the real-world grind of small business ownership, where event season does not care if your trailer is broken, your bus is down, or your best-selling sizes are wiped out. I walk you through what it looks like to run an apparel brand on tight timelines,…

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Road-Life Reality For A Small Business Vendor

The weekend starts with sweat, doubt, and that quiet question every small business owner knows too well: am I really building something here, or am I just burning myself out? I’m coming off America 250 and rolling into Episode 313 with a full recap of a blistering heat wave, a brand-new fair on the calendar, and a milestone I can’t believe I get to say out loud, six years of Share The Struggle and…

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Freedom & Work America 250

Only 53% of voters say they’re proud of the country, and that number lands different when you’re staring down America’s 250th birthday. I open by reading the Declaration of Independence, then I get blunt about what it means to be free, to be grateful, and to choose growth when life is heavy. This is a July 4th mindset reset with teeth, not a Hallmark speech. We talk through the pride gap and why…

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What If The Voice You Miss Still Guides You

Father’s Day didn’t just make us miss our dad. It exposed a fear we’d been carrying quietly for two years: what if he wouldn’t be proud of who we’ve become under pressure? We talk honestly about the weight of trying to do it all at once running a small business and building a brand, being a husband, learning fatherhood, and taking on the responsibilities our dad used to handle without complaint.…

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What Are You Willing To Suffer For?

Four hours from home, a brand-new fair, and a plan that looked simple on paper. Then reality hit: 90-degree heat, a solo tent setup, black flies so thick they sounded like rain, and four nights trying to sleep in the back of a Yukon because the camper wasn’t an option. We’re telling the whole road story from Springfield, Maine, from the small-town moments that restore your faith in people to the…

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