Loud Proud American, Keith Liberty

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 American dream, follow along as he builds a brand. His transparent and explicit approach to life and s...

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Autor

Loud Proud American, Keith Liberty

Kategorie

Education

Neueste Folge

21. Okt 2026

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Political Noise Is Ruining Ads And Entertainment 21.10.2026

Political season has a way of turning daily life into a constant interruption. I’m staring down the midterm elections and I’m just done with the noise: the junk mail piles, the YouTube ads every few minutes, the endless rallies, and the feeling that millions of dollars are being burned to manipulate us instead of helping the communities politicians claim to serve. So I get into what’s actually dri...

What If a challenging Week Is Proof You’re Winning? 14.10.2026

Somebody showed up at our biggest event of the year and started selling “Loud Proud American” like it was theirs. Same name, copied logo, cheaper knockoff sweatshirts and it was happening just a few roads away from our booth at the Fryeburg Fair. I break down exactly how we found out, what I said when I confronted them, and why protecting your brand isn’t just about ego, it’s about protecting your...

Who Keeps Your Dream Moving? 07.10.2026

A truck that’s supposed to tow the camper dies right before the Fryeburg Fair and suddenly everything is on the line: the booth, the inventory, the week’s income, and the mental stamina it takes to keep showing up. We’re recording on the fly from the Loud Proud American tour bus, talking through the real logistics of vendor life, the stress of last-minute fixes, and how one small mistake accidenta...

Don't Be Discouraged By The Distance 30.09.2026

A dead truck on the side of the road, a tractor tow in pouring rain, a heat press that will not climb past 260 degrees, and a fair deadline that does not care how tired you are. That is the reality we’re sitting in today as we prep Loud Proud American for the Freiburg Fair and try to keep production moving when the plan falls apart. We walk you through the whole chain of events, from the first sig...

A Midlife Reset Built On Gratitude 23.09.2026

Turning 44 isn’t a punchline for me. It’s a line in the sand. I’m looking back at the years that shaped me while looking forward with a different kind of urgency—the kind that shows up when you realize you might already be past the halfway point of your life. That thought could make you spiral. For me, it’s turned into gratitude, faith, and a clearer picture of what actually matters when the noise...

What Happened To The Unity We Once Had 16.09.2026

Twenty-five years can soften details or sharpen them, and for me 9/11 does both. I go back to September 11, 2001 and tell you what I still remember clearly: waking up to the TV, the fear that spread through ordinary phone calls, and the way strangers gathered in candlelight vigils and ended up singing Amazing Grace together. That memory isn’t nostalgia for its own sake. It’s a measuring stick for...

We Cannot Keep Excusing Violence As Illness 09.09.2026

The fair ends, the camper finally gets quiet, and that’s when the real recap starts. We’re coming off the Windsor Fair run on fumes, talking through what it’s like to bounce from location to location just to keep the podcast going and keep the business moving. We share the honest behind-the-scenes of fair season life: long days, short sleep, parenting on the road, and the weird mix of pride and pr...

What If The Best Wins Come After The Worst Weeks 02.09.2026

We’re back on the Loud Proud American Express, parked for once, recording a late-night campground session at the Windsor Fair. The vibes are calm, but the stories are not. If you’ve ever wondered what life looks like when a small business owner is living on the road, working fairs, chasing better stops, and trying to stay grounded, this one puts you right in the passenger seat. We start with Buffa...

What If The Struggle Is Building Your Why 26.08.2026

The Erie County Fair is over, and we’re back home with that strange mix of relief, gratitude, and frustration you only get after a long road run. We went in with big goals for Loud Proud American, fought through two straight weeks of travel, and still watched sales fall far short of what we expected. Add in wild storms, shelter-in-place alerts, and a crowd that showed up but didn’t spend, and you...

Fairground Reality Check 19.08.2026

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...

Recording A Podcast On I-90 While Betting On A County Fair 12.08.2026

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 t...

What If The Dream Costs Too Much To Keep 05.08.2026

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 f...

Who Benefits When A Tragedy Becomes Content 29.07.2026

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...

What If Success Is Mostly Community 22.07.2026

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 Americ...

Running Tight On Time 15.07.2026

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,...

Road-Life Reality For A Small Business Vendor 08.07.2026

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...

Freedom & Work America 250 01.07.2026

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 i...

What If The Voice You Miss Still Guides You 24.06.2026

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. G...

What Are You Willing To Suffer For? 17.06.2026

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 k...

Rejection, Risk, And The Road To Growth 10.06.2026

Rejection emails are one thing. Rejection that makes you question your identity, your message, and your future is something else. We’re coming off a week that started with baptism and ended with two moments of real relief, and we’re telling the full story, messy parts included. We talk through the “season of new” around Loud Proud American: taking bigger swings for America 250, applying to major c...

We Stop Waiting And Step Into The Water 03.06.2026

We waited a long time for baptism day, and when it finally arrived, it didn’t feel like a single moment. It felt like a whole season coming to a head: grief, healing, late-night doubts, and the decision to stop “faking fine” and start living our faith out loud. This recap is personal, funny in the way real life is funny, and honest about how heavy a joyful day can still feel.  We talk through the...

What If Fear Is The Real Risk 27.05.2026

We almost talked ourselves out of a new Memorial Weekend event because it wasn’t the “guaranteed” move. The warnings, the what-ifs, the fear of the unfamiliar, all of it started steering the wheel. Then we showed up, set up shop, and realized how wrong we were. What we found was a family environment, promoters who actually value vendors, and the kind of customer energy that reminds you why you sta...

Callused Confidence 20.05.2026

Comfort can start as a blessing and end up as a cage. After a packed weekend of vendor events for Loud Proud American, we take an honest look at what growth really costs when you’re building a small business, raising a family, and trying to keep your faith strong while the next step still feels unclear. I break down why those “good weekends” matter so much, not just for sales, but for momentum, co...

Full Circle Confidence 13.05.2026

One unexpected message can hit harder than a year of planning. After grinding through the messy middle of building Loud Proud American, I got a note from a mentor in the apparel world: “I’d like you to speak to my class.” That single ask turned into a full circle moment that gave me a boost of confidence I didn’t even know I needed, and it forced me to look at my struggle in a totally different wa...

Who Are You Without Your Old Labels 06.05.2026

She signs up for a women’s conference with barely any details, walks in alone, and ends up walking out with something most of us spend years chasing: relief. Allie joins me for a real, funny, and vulnerable talk about what it looks like when faith stops being an idea and starts becoming a decision, especially when you’re carrying grief, old stories, and the labels you never asked for. We break dow...

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