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 storytelling will keep you entertained. Often joined by his wife and best friend Allison or an occasional guest STS is a weekly show with diverse topics that always end with a positive message. Keith strives to build strength by sharing his struggles and encouraging you to grow through your struggle.
Episodes
291 episodes
Signs, Grit, And Going For It: From Angel Numbers To Daytona
A number on a license plate. The same number at checkout minutes later. That strange echo was the push we needed to move from doubt to a full-send commitment: we’re heading back to Daytona Bike Week for the 85th anniversary, this time posted up...
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Episode 291
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41:00
When You Don’t Have The Answer, Change The Question
Ever feel like you’re doing everything “right” but one email, one comment, or one awkward moment wipes your motivation clean? We’ve been there. Today we flip the script with a simple, powerful playbook: change the question, choose meaning over ...
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Episode 290
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36:20
Shedding What No Longer Serves You
Ready for proof that letting go creates room for better? We open the new year by celebrating real momentum—Rising Star growth, marathon listening, and fan-favorite ratings—then move straight into a candid story about alignment. When a “forever ...
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Episode 289
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1:08:30
We Grow When We Stop Chasing Things And Start Training Our Thoughts
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 ...
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Episode 288
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49:51
Patriotism As A Resolution
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 oper...
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Episode 287
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51:19
You Are Not Your Conditions, And Today You Decide What Stays And What Goes
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 bagg...
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Episode 286
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48:24
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Turn Holiday Hustle Into Memories
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 tra...
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Episode 285
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1:06:41
Reflecting And Reclaiming The Season
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 hones...
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Episode 284
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54:16
You’re Not As Far From Your Purpose As You Think You Are
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 ridin...
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Episode 283
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43:48
A Thanksgiving Reunion, Recovery, And The Weight Of Hope
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 c...
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Episode 282
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43:46
Grief, Gratitude, And Getting Up
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 ...
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Episode 281
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58:45
Milestone Met, Spirit Intact
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 newbor...
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Episode 280
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44:46
Brick, Mortar, And Feelings: Retail Therapy And Actual Therapy
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 co...
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Episode 279
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55:18
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, ...
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Episode 278
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1:01:23
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-...
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Episode 277
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46:51
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...
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Episode 276
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1:03:24
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...
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Episode 275
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38:12
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 nu...
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Episode 274
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49:02
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. T...
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Episode 273
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40:37
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...
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Episode 272
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34:23
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 hap...
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Episode 271
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1:15:43
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 prepar...
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Episode 270
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55:58
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 difficul...
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Episode 269
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55:04
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 chao...
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Episode 268
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27:33
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 hou...
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Episode 267
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43:20
