Going Big! with Kevin Gentry

Kevin Gentry

Episodes

Mentioned books

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Aug 25, 2025 • 56min

Going Big in Business, Public Policy, and Philanthropy: The Art Pope Blueprint

Join host Kevin Gentry for an insightful conversation with Art Pope—a principled leader who has gone big in business, in state government, and in giving back. As CEO of Variety Wholesalers, Art helped grow a 600-store retail network serving thousands of communities. He’s also served as North Carolina’s state budget director, spent years in the legislature, and leads major philanthropic efforts through the John William Pope Foundation and the Bradley Foundation. In this episode, Art shares lessons from his Depression-era father, the bold moves behind his company’s recent Big Lots acquisition, and why real philanthropy is about investing in freedom and opportunity for future generations. If you're aiming to lead with conviction, think long-term, and make a lasting impact—this conversation is for you.
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Aug 18, 2025 • 1h 35min

Going Big with Rev. John Yates: Faith, Calling, and Transformational Leadership

Join host Kevin Gentry on the Going Big podcast as he sits down with Rev. John Yates, a visionary leader who transformed a struggling church into a thriving community hub with national impact. In this inspiring episode, Rev. Yates shares profound insights on discovering your calling, embracing bold leadership, and living a life dedicated to serving others. From founding innovative programs like the Fellows and Timothies initiatives to navigating the challenges of church renewal and legal battles, John’s story is a testament to resilience, faith, and going big in purpose. Whether you’re seeking to deepen your leadership, answer a higher calling, or make a difference in your community, this conversation will encourage you to step out in faith, build meaningful relationships, and persist through adversity. Tune in for practical wisdom on mentorship, balancing family and ministry, and how to leverage your unique gifts for lasting impact. Remember, going big isn’t just about scale—it’s about living boldly with intention and heart. Don’t miss this powerful episode full of hope, challenge, and encouragement to pursue your next big leap!
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Aug 11, 2025 • 49min

Going Big with Alan Smolinisky: From Immigrant Roots to Dodger Ownership and Beyond

In this inspiring episode of *Going Big!*, host Kevin Gentry sits down with Alan Smolinisky, a remarkable American entrepreneur, investor, and co-owner of the Los Angeles Dodgers. Alan shares his compelling immigrant family story—from his parents’ courageous journey from Argentina to building a successful garment business in Los Angeles, to his own unconventional path through entrepreneurship and value investing. He discusses the resilience and optimism that fuel his ventures, including his thriving real estate empire and his bold move into professional sports ownership.  Alan also opens up about his philanthropic work focused on poverty alleviation and immigration reform, and how hosting one of the largest naturalization ceremonies at Dodger Stadium became a powerful symbol of hope and patriotism. Reflecting on personal loss, the devastation of the Palisades fire, and the importance of community, Alan’s story is a testament to perseverance, visionary risk-taking, and giving back. This episode offers invaluable lessons on going big by embracing passion, persistence, and purpose, making it a must-listen for entrepreneurs and dreamers alike.
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Aug 4, 2025 • 1h 2min

Going Big: Political Revolutions, Fundraising, and Friendship Across the Aisle with Roger Craver and Richard Viguerie

On this episode of Going Big, host Kevin Gentry brings together two legends who have helped shape American politics and political fundraising from opposite ends of the spectrum: Roger Craver, the driving force behind progressive fundraising efforts for groups like the ACLU and Sierra Club, and Richard Viguerie, the conservative pioneer who transformed direct mail into a movement-building machine. Despite their sharp political differences, Roger and Richard share something bigger: decades of leadership, innovation, and an enduring friendship built on respect and shared experience. In this conversation, they reflect on the early days of grassroots organizing, the evolution of political fundraising, and how their work empowered citizens to act boldly and shape the future of the country. Kevin digs into the values that have kept both men grounded through decades of cultural and political change. Going big doesn't mean going-along-to-get-along. It means trendsetting, innovation, big new ideas, and a willingness and openness to lead from your convictions while learning from others. Whether you're in politics, fundraising, or just looking to make a bigger difference in the world, this conversation will challenge you to think bigger, listen harder, and lead with principle.
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Jul 28, 2025 • 50min

Newt Gingrich on Going Big: Big Ideas, Bold Leadership, and a Vision for America’s Future

What does it look like to go big on the national stage, and change the course of history in the process? In this special episode of Going Big!, Kevin Gentry sits down with Newt Gingrich, former Speaker of the United States House of Representatives, to explore the power of bold ideas, strategic leadership, and relentless commitment to getting things done. From engineering the Contract with America to balancing the federal budget four years in a row, Speaker Gingrich shares behind-the-scenes stories of the decades long effort to transform American politics. He discusses the importance of thinking beyond the status quo, leading with vision, learning every day, and surrounding yourself with people who can help make the impossible possible. Gingrich also dives into today’s political landscape, offering insight into President Trump’s second term , the threats posed by unchecked bureaucracy, and why we may be on the edge of a new golden age, if we get leadership and innovation right. This is an episode about thinking long, acting smart, and committing to something bigger than yourself. Whether you're building a movement, launching a business, or fighting for change, Gingrich’s message is clear: the future belongs to those who are willing to go big. Be sure to check out his latest book, Trump’s Triumph: America’s Greatest Comeback, now available wherever books are sold.
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Jul 21, 2025 • 1h 11min

Todd Rose on Breaking the Mold, Ditching Average, and Going Big on Your Own Terms

Todd Rose, a former high school dropout turned Harvard professor and bestselling author, dives into the importance of individuality and personal fulfillment. He challenges listeners to break free from societal norms that define success through averages. Rose shares his journey from struggle to success, critiques traditional education, and celebrates unique talents in organizations. He also discusses the dangers of collective illusions influenced by social media, encouraging honest conversations that can inspire real change. It's a liberating call to pursue your own path!
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Jul 14, 2025 • 1h 4min

No Free Lunch: Veronique de Rugy on Debt, Freedom, and the Fight for Growth

On this episode of the Going Big! Podcast, host Kevin Gentry welcomes Veronique de Rugy, a nationally syndicated columnist and one of America’s most respected economists advocating for limited government and economic freedom. As the George Gibbs Chair in Political Economy and a Senior Research Fellow at the Mercatus Center at George Mason University, Veronique has spent her career sounding the alarm on unsustainable debt, overregulation, and the quiet damage of bloated government. In this powerful conversation, Veronique explains why massive government spending isn’t just a political issue—it’s a personal one. It affects your freedom, your future, and your ability to innovate, build, and thrive. She unpacks how unchecked debt drags down opportunity, how economic distortions are quietly paralyzing growth, and why we’re dangerously close to choosing stagnation over progress. But this isn’t just about what’s wrong—it’s about what’s possible. Veronique shares her own journey from France to America, why she became a champion for free markets, and what she believes we must do now to reignite the spirit of prosperity and unleash a new era of abundance. If you want a clearer picture of what’s holding America back—and how we break free—this is an episode you don’t want to miss.
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Jul 7, 2025 • 35min

Tom Smith on Spend Your Days Like Dollars, Going Big with Integrity, Optimism, and a Life Well Lived

What if the real currency of life isn’t money, but your time? For Tom Smith, a highly successful investor and founder of his own investment firm, the most important unit of exchange is the day, and every one of them should be spent wisely. In this episode of Going Big!, host Kevin Gentry sits down with Tom to explore a remarkable life shaped by hard work, deep thinking, and decisive action. From setting pins in a bowling alley to launching a nationally respected investment firm from above his garage, Tom’s journey proves that where you start doesn’t determine how far you can go. He shares how a single civics teacher helped change his future, why he left a secure Navy career to pursue the unknown, and how betting on ideas and people became the hallmark of his investing approach. Tom also delivers a clear warning about America’s mounting debt and why the biggest threats to our future may come from within, not abroad. His message is urgent but hopeful, grounded in experience and a deep belief in personal growth and responsibility. If you want to learn how to build a meaningful life, contribute to something bigger than yourself, and treat each day like it counts, Tom Smith offers timeless insight from a life lived without shortcuts.
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Jun 30, 2025 • 1h 6min

Going Big with James Piereson: How Bold Philanthropy Helped Build a Movement and Reshaped America

In this Going Big! conversation, host Kevin Gentry sits down with Dr. James Piereson, renowned political scientist, influential philanthropic leader, and former president of the John M. Olin Foundation, to unpack how big ideas—and bold action—can shape the future of a nation.   Piereson didn’t just write about political revolutions—he funded one. From helping build powerhouse institutions like the Heritage Foundation, Federalist Society, and Manhattan Institute, to championing free markets, constitutional government, and intellectual risk-taking, his story is a blueprint for how to go big with purpose.   In this episode:   Discover how a quiet foundation transformed America’s political and intellectual landscape   Learn why taking a chance on unproven ideas can have a generational impact   Hear how honoring donor intent and sunsetting a foundation created more urgency—and more results   Explore the evolution of the conservative movement through the eyes of one of its chief architects   Get powerful insights on today’s challenges—from political polarization to cultural decline—and what can still be done   Going big isn’t just about scale—it’s about courage, clarity, and conviction. James Piereson lived that model, and this episode is full of hard-earned wisdom for anyone ready to make a difference.   🎧 Tune in now and get inspired to go big in your own way.
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Jun 23, 2025 • 34min

Cesar Grajales: From $80 and a Dream to National Impact — Going Big With Vision and Grit

What does it mean to go big with your whole life? For Cesar Grajales, it meant immigrating from Colombia with just $80 in his pocket, working in a Miami bakery, and rising to become one of the most recognized Hispanic voices in American public policy and media. In this inspiring episode of Going Big!, host Kevin Gentry sits down with Cesar to explore his remarkable journey—from playing guitar on Univision, to helping build The LIBRE Initiative into a national force for Hispanic outreach, to launching a thriving handmade luxury shoe company called Indie Genius (IG: @buyindiegenius), and now hosting South Florida’s #1 Spanish-language radio show El Escándalo del Día and his own podcast, Sabor a Freedom. Together, they dive into what it takes to start with nothing and build a life rooted in resilience, joy, and community. Cesar shares how embracing hard work, authenticity, and creativity helped him rise above every challenge—and why enjoying the process is just as important as reaching the destination. If you’re looking to rediscover what’s possible, this episode is your reminder: Going Big isn’t about titles or trophies—it’s about courage, conviction, and never losing sight of the people you’re inspiring along the way. Check Cesar Grajales out here https://cesargrajales.news/ Check Libre out here: https://thelibreinitiative.com/

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