Crush and Climb

Crush and Climb

Pour yourself a glass of something you love and join us for Crush & Climb, the podcast that pairs the intricate stories of great wine with the powerful strategies needed to navigate life’s biggest challenges. This isn’t just another business podcast. It’s a weekly ritual for leaders, entrepreneurs, and anyone with the courage to turn adversity into their greatest advantage. Hosted by author, speaker, and McClain Cellars winery owner Jason McClain, Crush & Climb is your guide to building a life and business that are not just successful, but significant. Each episode begins with ”The Pour,” where Jason uncorks a bottle of wine whose character, history, and flavor profile mirror the day’s core lesson. From a bold Cabernet Sauvignon that speaks of legacy to a crisp Sauvignon Blanc that embodies the art of saying ”no,” the wine is more than a drink—it’s a metaphor, a conversation starter, and a reminder to savor the journey. From there, we dive into ”The Forge”—the heart of the episode, where raw experience is hammered into practical wisdom. Drawing from his own dramatic journey of failures and triumphs, Jason shares unfiltered stories and actionable frameworks designed to help you not just bounce back from setbacks, but to bounce forward with newfound strength and clarity. Our Guiding Philosophies: Two Sides of the Same Coin The Crush & Climb podcast is built on two foundational pillars, drawn from Jason McClain’s books, that address the interconnected challenges of business and life: Pivot to Profit: Mastering the Business Turnaround Life and business rarely move in a straight line. The ”Pivot to Profit” philosophy is for the leader staring down a crisis, the entrepreneur whose great idea has stalled, or the sales team that has lost its momentum. It’s about facing brutal facts, finding the hidden opportunities within a crisis, and executing a disciplined plan to capture them. Through this lens, we explore the R.I.S.E. System, a four-part framework for engineering a powerful comeback: R - Reckon: Conducting a ”business autopsy” to find the root cause of a problem without blame. I - Identify: Pinpointing the ”painkiller” solution your market desperately needs. S - Strategize: Building a 90-day battle plan to turn opportunity into revenue. E - Execute: Cultivating the resilience to withstand setbacks and bounce forward. Island of One: Navigating Your Inner World External success is meaningless without internal strength. The ”Island of One” philosophy speaks to the personal journey. It’s for anyone who has ever felt different, isolated, or underestimated. It’s about transforming perceived limitations into your most formidable superpowers. Here, we unpack the COMPASS System, a guide to designing a life of purpose and fulfillment by mastering your inner world: C - Clarity: Defining your plan with S.M.A.R.T. goals. O - Ownership: Taking radical responsibility for your choices. M - Manage: Mastering your time and energy. P - Perspective: Understanding that your past is data, not destiny. A - Acknowledge: Befriending your fears to feed your faith. S - Satisfy: Meeting your own needs without guilt. S - Surround: Building your ”Thrive Tribe” for support and growth. Who Is This Podcast For? Crush & Climb is for you if: You are an entrepreneur or business owner facing uncertainty and looking for a proven roadmap to stabilize and scale. You are a leader or executive responsible for guiding a team through challenging times and want to foster a culture of resilience and psychological safety. You are at a personal or professional crossroads, feeling stuck and seeking the clarity and courage to design your next chapter. You believe that success is holistic—that professional achievement and personal fulfillment are deeply intertwined. You appreciate the finer things in life, like a great glass of wine, and believe that life’s lessons can be found in the most unexpected places. Join the Crush & Climb community. Subscribe today, and let’s raise a glass to the journey ahead. It’s time to crush your challenges, climb to new heights, and build a legacy you can be proud of.

Episodes

January 10, 2026 44 mins

Why Your Health is the Ultimate KPI with Branding Powerhouse Monica Kline

In this episode of Crush & Climb, Jason McClain sits down with his dear friend and branding powerhouse, Monica Kline. Monica is a woman of extreme grit, having climbed the corporate ladder to Executive VP before building her own multi-million dollar branding empire.

But her journey wasn’t just about prof...

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In this candid episode of the Crush & Climb Podcast, host Jason McClain delivers a raw and personal look at the challenges of aging, the noise of modern life, and the critical need to live deliberately. Drawing on his own recent struggles—including a rotator cuff injury and the chaos of juggling family and multiple businesses—Jason shares the surprising, life-changing lesson he lear...

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Have you ever felt like you don’t belong? Like you’re an imposter just waiting to be found out? What if that feeling could be your greatest superpower?

In this incredible throwback episode from the “Life Can Change” archives, Crush & Climb host Jason McClain sits down with marketing executive and entrepreneur Joshua Roache. Josh shares his raw and powerful journey from a tough up...

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In a world filled with distraction and disruption, the ability to focus is your ultimate competitive advantage. But how do you maintain clarity when everything around you feels chaotic and uncertain?

On this episode of Crush & Climb, host Jason McClain provides a clear, actionable 10-step framework for navigating adversity with precision and purpose. Drawing on hard-won lessons f...

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A Tactical Guide to Overcoming Hard Times and Conquering Your Fears

Hard times and fear are inevitable, but staying stuck in them is a choice. In this deeply tactical episode of the Crush & Climb podcast, host Jason McClain pulls back the curtain on the exact mindset and strategies required to navigate life’s toughest challenges and conquer the fears that paralyze us.

Forget d...

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We all have an Achilles’ heel—a weakness or vulnerability that holds us back from achieving our greatest potential. But what if you don’t even know what yours is?

In this eye-opening episode of Crush & Climb, host Jason McClain guides you on a journey to uncover your personal and professional blind spots. He reveals how the things we don’t know about ourselves are often the very thin...

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How does someone go from the South Bronx, with the odds stacked against them, to becoming a walk-on player for the New York Giants? They become a “Dreamkeeper.”

In a...

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He was told he’d never amount to anything. He was fired from a job he hated. He suffered a devastating motorcycle crash that broke his pelvis. So how did Chip Yates go on to set 18 world records and invent the world’s fastest electric motorcycle and airplane?

In this episode, host Jason McClain shares a powerful and timeless interview with innovator and daredevil Chip Yates. Chip reveals...

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What does it take to develop a true winner’s mind? How do you cultivate the pride and joy that comes from consistently achieving your goals, even when you get knocked down?

In this high-energy episode of Crush & Climb, Jason McClain pours a glass of “Pride and Joy” GSM and gives you the fuel for a champion’s mindset. This isn’t just about motivation; it’s a practical breakdown of the...

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In this episode of Crush & Climb, Jason McClain pours a glass of “Wings” Pinot Noir and tackles a universal challenge: Why do we fail to achieve our goals?

So many of us set goals to lose weight, make more money, or improve our relationships, only to find ourselves back where we started. Jason reveals the practical reasons this happens and provides a clear path forward. This isn’t ju...

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In this episode, Jason McClain sits down with his good friend and sales powerhouse, Jeff Helton, to tackle the one thing every business needs to survive: closing the deal.

As they open a special bottle of McClain Cellars’ 2017 “Timeless” wine, they use it as a metaphor for the enduring principles of great salesmanship. Whether you’re in a slump, facing the end-of-month crunch, or just lo...

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Ever had a passion so strong you wanted to turn it into a business, only to realize the dream and the reality are worlds apart? In this powerful episode of the Crush and Climb Podcast, Jason sits down with his dear friend Vito La Fata, the visionary owner of the highly-acclaimed La Fata Cellars, for a glass of wine and a brutally honest conversation about the entrepreneurial climb.

Vito ...

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In this captivating episode of Crush & Climb, host Jason McClain uncorks a bottle of McClain Cellars’ Summer Breeze with special guest Cheri Tree, a world-renowned author, speaker, and the founder of the B.A.N.K.™ personality system.

Jason and Cheri dive deep into the world of sales and human connection, challenging the age-old belief that “sales is a numbers game.” Cheri reveals her...

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