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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 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.

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Recent Episodes

March 26, 2025

Benign Myoclonus Of Infancy 246

The moment you notice something isn't right with your child, your entire world shifts on its axis. For us, that moment came when our six-month-old daughter Paisley began experiencing strange head-dropping episodes that would ...

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March 19, 2025

Counting the Cost: A Bike Week Business Gamble 245

After our Daytona Bike Week adventure, we face the hard truth about whether the financial outcome justified the personal sacrifices made to attend the event. The tension between leaving family behind and achieving business re...

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March 12, 2025

The Bus, The Brotherhood, and The Big Son of a Bitch 244

After completing Loud Proud American's greatest challenge and biggest risk—attending Daytona Bike Week as a vendor—I reflect on this transformative adventure and the incredible relationships formed along the way. • Giving hea...

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March 5, 2025

Balancing Dreams and Family: The Journey to Daytona Bike Week

This episode explores the emotional journey of a new dad preparing to leave his family for Daytona Bike Week, highlighting the balance between pursuing business ambitions and family responsibility. The hosts discuss the finan...

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Feb. 26, 2025

Maine Governor Embarrasses The People Of Maine

Maine's current political landscape is under fire as Governor Mills and The Maine Principal association defy federal law. Join us for a candid discussion, we explore how state leadership is failing to represent the interests ...

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Feb. 19, 2025

SNL Racism & Government Audits 241

The episode delves into the transformation of comedy, especially focusing on the shift of Saturday Night Live from a beloved pastime to a divisive political commentary. By sharing personal stories of how humor has shaped rela...

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Feb. 12, 2025

Navigating Relationships and Modern Dating 240

This episode explores the complexities of love and relationships, emphasizing the importance of honest communication and vulnerability. By addressing uncomfortable truths and offering insights into both romantic connections a...

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Feb. 5, 2025

The Downfall to Getting Shit Done 239

This episode dives into the personal struggle of balancing the pressures of getting shit done while grappling with financial, physical, and emotional challenges. The host discusses the impact of the "get shit done" mentality ...

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Jan. 29, 2025

Humble Confidence 238

This episode explores the challenges of maintaining dreams and aspirations in 2025, focusing on the concept of humble confidence. It highlights the importance of embracing vulnerability, learning from mistakes, and reframing ...

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Jan. 22, 2025

The Golden Age Of America 237

The episode reflects on the historic significance of Trump's inauguration speech, addressing themes of unity, struggle, and growth. It invites listeners to embrace the power of words and the potential for national revival, re...

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Jan. 15, 2025

Embracing Rejection: Transforming Setbacks into Stepping Stones 236

Rejection is a universal experience that everyone faces, but it doesn't have to define us. By sharing personal stories and practical advice, this episode emphasizes that rejection often leads to growth and resilience, ultimat...

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Jan. 8, 2025

Dunkin' Dilemmas & Using Courage To Make Decisions 235

As we journey through this episode, we also confront some big questions about the future of the podcast. I open up about concerns over declining listenership and the commitment to keep making a difference as long as it resona...

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Recent Blog Posts

March 26, 2025

Benign Myoclonus Of Infancy

The weekend began like any other Friday but quickly spiraled into one of the most emotionally challenging experiences of our lives. What started as an unusual head-dropping motion in our six-month-old daughter Paisley turned into a terrifying 72-hou…

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March 19, 2025

Counting the Cost: A Bike Week Business Gamble

The raw reality of entrepreneurship often comes down to a simple question: do the dollars and cents make sense? In our latest Share the Struggle podcast episode, we dive deep into the aftermath of Loud Proud American's first venture to Daytona Bike …

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March 19, 2025

The Bus, The Brotherhood, and The Big Son of a Bitch

The Journey to Daytona Bike Week: Finding Brotherhood and Purpose on the RoadWhen we loaded up our converted school bus—lovingly nicknamed "Large Marge"—and embarked on the 26-hour drive from Maine to Daytona Bike Week, I knew we were ta…

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Reviews

Motivation that is fun!

"Been a loyal listener since day one and it keeps getting better and better. Keith (and sometimes Alli) do not hold back about the real life struggles they have. Keith is always sharing self help an…"

Jen Barnes | April 20, 2022

Must Listen to Episode 86

"Episode 86 is a must listen to....if you are an American and you are working this episodes breaks down what is wrong with the leaders of our wonderful country...."

Jen Barnes | April 29, 2022