Going Big! with Kevin Gentry

Welcome to Going Big! — the podcast where we share the stories of people who have truly gone big in their own lives. Hosted by Kevin Gentry, Going Big! has consistently ranked as a top podcast on iTunes in its category and has earned multiple national honors, including the 2024 MarCom Gold Award for Non-Profit Podcast, the 2024 Viddy Gold Award for Non-Profit and Marketing Podcast, the 2025 Viddy Award, and the 2025 Communicator Award.
Each episode features in-depth conversations with business owners, entrepreneurs, nonprofit leaders, political figures, and other trailblazers who have achieved extraordinary impact in their work and communities. You’ll hear firsthand how they pursued bold ideas, took major risks, overcame challenges, and built something remarkable.
We no longer focus solely on fundraising and marketing. Instead, Going Big! explores the full spectrum of leadership, innovation, and personal drive — uncovering the lessons, values, and pivotal moments that propelled our guests to think bigger and push further.
Whether you are an aspiring entrepreneur, a nonprofit leader, a political changemaker, or simply someone inspired by real stories of ambition and achievement, Going Big! offers insights and inspiration to help you take your own next leap.
Listen on Spotify, iTunes, Amazon, iHeart Radio, Pandora, and YouTube. Follow us on social media and visit TenXStrategies.com for more great content and resources.
Welcome to Going Big! — the podcast where we share the stories of people who have truly gone big in their own lives. Hosted by Kevin Gentry, Going Big! has consistently ranked as a top podcast on iTunes in its category and has earned multiple national honors, including the 2024 MarCom Gold Award for Non-Profit Podcast, the 2024 Viddy Gold Award for Non-Profit and Marketing Podcast, the 2025 Viddy Award, and the 2025 Communicator Award.
Each episode features in-depth conversations with business owners, entrepreneurs, nonprofit leaders, political figures, and other trailblazers who have achieved extraordinary impact in their work and communities. You’ll hear firsthand how they pursued bold ideas, took major risks, overcame challenges, and built something remarkable.
We no longer focus solely on fundraising and marketing. Instead, Going Big! explores the full spectrum of leadership, innovation, and personal drive — uncovering the lessons, values, and pivotal moments that propelled our guests to think bigger and push further.
Whether you are an aspiring entrepreneur, a nonprofit leader, a political changemaker, or simply someone inspired by real stories of ambition and achievement, Going Big! offers insights and inspiration to help you take your own next leap.
Listen on Spotify, iTunes, Amazon, iHeart Radio, Pandora, and YouTube. Follow us on social media and visit TenXStrategies.com for more great content and resources.
Episodes
Episodes



Jul 28, 2025
Jul 28, 2025
49 min
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.
Jul 28, 2025
49 min



Jul 21, 2025
Jul 21, 2025
1 hr 10 min
What happens when you stop chasing other people’s definitions of success and start building a life that fits who you really are?
In this episode of Going Big!, Kevin Gentry sits down with Todd Rose—a former high school dropout turned Harvard professor, bestselling author, and co-founder of non-partisan think tank, Populace. From his groundbreaking book The End of Average to his powerful work on Dark Horse and Collective Illusions, Todd has reshaped how we think about individuality, success, and fulfillment.
This episode is a bold invitation to reject one-size-fits-all thinking and embrace a path that’s uniquely yours.
If you’ve ever felt boxed in or stuck following someone else’s blueprint, Todd’s story will challenge you to think bigger, act braver, and start going big—your way.
Jul 21, 2025
1 hr 10 min



Jul 14, 2025
Jul 14, 2025
1 hr 3 min
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 14, 2025
1 hr 3 min


Jul 7, 2025
Jul 7, 2025
34 min
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.
Jul 7, 2025
34 min



Jun 30, 2025
Jun 30, 2025
1 hr 6 min
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 30, 2025
1 hr 6 min

Kevin Gentry founded TenX Strategies to help great causes transform their effectiveness by 10xing their fundraising. He previously served as Vice President at Stand Together and also Vice President for Special Projects at Koch, where for more than 20 years he helped build the fundraising and marketing capabilities of organizations dedicated to the principles of a free society. With previous leadership roles at the Institute for Humane Studies, the Mercatus Center at George Mason University, and the Leadership Institute, Kevin brings a wealth of experience to solve big problems and a passion for advancing meaningful causes.







