
Going Big! with Kevin Gentry
Welcome to Going Big!—the podcast that’s all about transforming your marketing and fundraising. Hosted by Kevin Gentry, Going Big! has consistently ranked as a top podcast on iTunes in its category and is the proud recipient of the 2024 MarCom Gold Award for Non-Profit Podcast and the 2024 Viddy Gold Award for Non-Profit and Marketing Podcast.
Each episode features conversations with some of the most influential business leaders, CEOs, and nonprofit visionaries. Together, we uncover the strategies that drive extraordinary results—pushing boundaries, challenging norms, and making a significant impact in organizations and communities.
Whether you’re a seasoned leader, an aspiring changemaker, or simply passionate about creating positive change, Going Big! delivers valuable insights and inspiration to elevate your leadership, your giving, and your organization’s success.
Tune in to discover how to go big with your leadership and make a lasting difference. Listen to Going Big! on Spotify, iTunes, Amazon, iHeart Radio, Pandora, and YouTube. Don’t forget to follow us on social media and visit TenXStrategies.com for more great content and resources.
Latest episodes

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.

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.

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.

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/

Jun 16, 2025 • 57min
Going Big with Jeff Rosenthal: No Small Plans, No Limits, and the Power of Bold Vision
Jeff Rosenthal, co-founder of Summit and co-author of 'Make No Small Plans,' shares his journey of building a global community and acquiring Powder Mountain. He discusses the essential mindset of risk-taking and trust in leadership, highlighting how culture surpasses strategy. Jeff emphasizes the significance of embracing failure as a learning opportunity and explores future megatrends in AI and energy. With a focus on building authentic networks, he inspires listeners to dream boldly and redefine their limits for greater success.

Jun 9, 2025 • 34min
Going Big in France: How Alexandre Pesey Sparked a National Movement
On this episode of Going Big!, host Kevin Gentry welcomes Alexandre Pesey, the visionary founder of the Institut de Formation Politique in Paris. Twenty-five years ago, Alexandre returned from the United States with a bold idea—what if the conservative movement in France could be rebuilt from scratch?
At the time, there was no infrastructure, no training programs, no donor base, and no serious conservative presence in the media, civil society, or education. But Alexandre refused to let that stop him. He began with a single borrowed castle, a handful of students, and a deep conviction that France needed a new generation of leaders.
Alexandre shares how he modeled his efforts on the American conservative movement post-Goldwater, drawing lessons from mentors like Morton Blackwell and Kevin Gentry himself. He discusses how he built not just one institution—but an entire ecosystem of training, journalism, advocacy, and civic engagement. Today, his movement includes over 500,000 donors, a growing national media presence, and a new generation of French leaders with backbone and boldness.
This episode dives deep into the long game—what it takes to inspire people when the odds are stacked against you, how to rally support when you're starting from zero, and why family, faith, and mentorship are the foundation of sustainable impact. Alexandre’s story is proof that one person, with clarity of purpose and relentless determination, can shift the course of a country.
If you’re looking for real-world proof that Going Big! isn’t just possible—it’s necessary—this episode is for you.

Jun 2, 2025 • 36min
Leading a Legacy into the Future: Katherine Rowe on Tradition, Innovation, and Going Big
How do you go big at a university that’s over 300 years old? For Katherine Rowe, the 28th—and first woman—President of William & Mary, the answer lies in honoring tradition while boldly embracing change.
In this episode of Going Big!, host Kevin Gentry sits down with President Rowe to explore how one of America’s most historic universities is preparing students not for the world as it is—but for the world that’s coming. From reopening during the pandemic to launching a school of computing and coastal sciences, President Rowe shares how bold leadership, deep listening, and strategic vision are guiding William & Mary into the future.
She explains how liberal arts education can thrive in a tech-driven world, why listening is a foundational leadership tool, and how embracing instability often reveals the biggest opportunities to lead.
Whether you're a student, leader, educator, or simply someone navigating change, this conversation is a masterclass in going big—with purpose, with values, and with clarity about the kind of future we want to build.

May 26, 2025 • 53min
Brendan McCord on Going Big with AI: Autonomy, Truth, and the Future of Humanity
On this episode of the Going Big! Podcast, host Kevin Gentry welcomes Brendan McCord—submariner, AI entrepreneur, and deep thinker—for a bold conversation on the biggest force shaping our future: artificial intelligence.
Brendan helped write the Pentagon’s first AI strategy, built and sold two tech companies for over $400 million, and now leads the Cosmos Institute—a nonprofit reimagining AI’s role in advancing human flourishing. In this episode, he unpacks how we can go big with AI without losing what makes us human.
You’ll hear Brendan’s journey from 610 days beneath the ocean to the front lines of defense innovation and finally to the frontiers of philosophy and public purpose. From decentralization and truth-seeking to why specialization is for ants, Brendan offers a radical vision for how builders and leaders can shape a future worth believing in.
If you're serious about doing meaningful work at scale, this conversation will challenge you to aim higher—and go bigger.

May 19, 2025 • 49min
From Backpack to Boardroom: Daniel Houghton on Leading, Exploring, and Going Big
At just 24 years old, Daniel Houghton became CEO of Lonely Planet, the world’s largest travel publisher—leading its transformation into the digital age and redefining what it means to explore the world. Now, as founder and CEO of The Travel Library, Daniel is curating an ever-growing collection of editorial travel content, personal destination guides, and inspirational itineraries for adventurers around the globe.
In this episode of Going Big!, host Kevin Gentry sits down with Daniel to explore how bold thinking, creative risk-taking, and a deep passion for discovery shaped his extraordinary career. From humble beginnings in photojournalism to high-stakes leadership and cross-continental storytelling, Daniel shares what it really means to go big—on the road, in business, and in life.
This is a conversation about trusting your gut, betting on your gifts, and building something meaningful in a world that moves fast. Whether you're dreaming of your next big trip or your next big leap, this episode will leave you inspired to go further than you thought possible.

May 12, 2025 • 1h 15min
Debunking the Myths: Don Boudreaux on Trade, Tariffs, and the Triumph of Economic Freedom
What if everything you think you know about trade, tariffs, and the American economy is wrong? In this powerful and timely episode of Going Big, host Kevin Gentry sits down with renowned economist Don Boudreaux—former chair of the economics department at George Mason University and co-author of The Triumph of Economic Freedom—to dismantle some of the most persistent economic myths of our time.
From the misunderstood trade deficit to the real impact of tariffs, Don makes the case for free exchange, open markets, and why true prosperity depends on economic freedom.
Whether you're a policy wonk, business leader, or just someone trying to understand why prices are rising at the grocery store, this episode is a masterclass in clear economic thinking—and a reminder that going big means embracing ideas, not fear.
🎯 Want to go deeper? Don Boudreaux’s new book with former U.S. Senator Phil Gramm, The Triumph of Economic Freedom: Debunking the Seven Great Myths of American Capitalism, releases May 13, 2025. It’s a powerful, data-driven takedown of the most common misconceptions about trade, inequality, poverty, and more—and it reinforces exactly why economic freedom matters now more than ever.
📖 Pre-order it now on Amazon: The Triumph of Economic Freedom
Let it challenge you. Let it equip you. Let it inspire you to Go Big with the truth.
Click here:https://a.co/d/7ArScbk