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.
Episodes
What happens when parents have the resources to choose the education that best fits their child? In this episode of Going Big!, host Kevin Gentry sits down with Darla Romfo, president and CEO of Children’s Scholarship Fund, an organization that has awarded more than $1.2 billion in scholarships to nearly a quarter of a million children across America. Darla shares the story behind CSF, the vision of founders John Walton...
How much of your day is consumed by work that no longer needs to exist? In this episode of Going Big!, host Kevin Gentry sits down with Mike Allen, one of America’s most influential political journalists and the co-founder of Axios, to explore the hidden cost of complexity and how leaders can reclaim time for the work that matters most. Mike traces his journey from traditi...
What happens when a successful private-equity executive decides that one of America’s biggest challenges cannot be solved through philanthropy alone?
In this episode of Going Big!, host Kevin Gentry sits down with Tony de Nicola, Chairman of Welsh, Carson, Anderson & Stowe and co-founder of Invest in Education, to expl...
What if the obstacles standing in front of a young person do not have to determine the course of that person’s life? Ian Rowe, author and senior fellow at American Enterprise Institute, has spent three decades working across education, philanthropy, government, and the private sector trying to answer that question.
In this episode of Going Big!, host Kevin Gentry sits down with Rowe to explore his concept of agency: the...
What if losing the biggest opportunity of your life was actually preparing you for something much bigger? In this episode of Going Big!, host Kevin Gentry sits down with Nick Freitas, an Army Green Beret, former Virginia legislator, two-time congressional candidate, and media entrepreneur whose platform now reaches millions of people. Nick shares the story behind his unconve...
What does it take to turn good ideas into lasting policy change?
In this episode of Going Big!, host Kevin Gentry sits down with Matt Brouillette, longtime public policy leader and founder of Commonwealth Partners, to explore his journey from teaching history in San Diego to working alongside legendary state-policy leaders Larry...
What does it take to lead with integrity when compromise seems inevitable?
In this episode of Going Big!, Kevin Gentry sits down with attorney, historian, and author Frank Atkinson to explore one of the most important questions facing leaders today: Can you remain true to your principles while navigating politics, public service,...
In this episode of Going Big!, host Kevin Gentry sits down with Joe Scarlett, retired CEO of Tractor Supply Company, to explore the leadership principles behind one of retail’s most remarkable turnarounds. For nearly 30 years, Joe helped transform Tractor Supply from a struggling retailer into a Fortune 500 company with more than 2,500 stores nationwide. But Joe be...
In this episode of Going Big!, host Kevin Gentry sits down with Jorge Velarde Rosso and Juan Pablo Chamon, the founders of Libera Bolivia, to discuss what it means to defend freedom under extraordinary circumstances. As young leaders living under an increasingly authoritarian socialist government, they chose not to stay silent. Instead, they built a movement dedicated to deve...
How do you make a document written more than 230 years ago come alive for a generation raised on YouTube, social media, and streaming video? Janine Turner and Cathy Gillespie believe the answer isn't another textbook—it's storytelling.
In this episode of Going Big!, host Kevin Gentry sits down with the founder and CEO of C...
In this episode of Going Big!, host Kevin Gentry sits down with Dr. Joshua Hall, Dean of the John Chambers College of Business and Economics at West Virginia University, for a conversation about leadership, mentorship, economic opportunity, and the future of higher education.
Josh shares how one professor changed the course...
David Rubenstein has spent a lifetime building extraordinary institutions—and studying the leaders who built the ones that came before him.
In this episode of Going Big!, host Kevin Gentry sits down with the co-founder of The Carlyle Group for a wide-ranging conversation about leadership, American history, entrepreneu...
In this episode of Going Big!, host Kevin Gentry sits down with filmmaker Jon Erwin, the creative force behind Young Washington, the new theatrical release opening July 3. Known for I Can Only Imagine, Jesus Revolution, American Underdog, and House of David, Erwin shares why this film is his most ambitious project yet — and why he believes this is a story audiences should experience on the big sc...
In this episode of Going Big!, Kevin Gentry sits down with Senator Steve Daines for a wide-ranging conversation about faith, risk, entrepreneurship, family, and public service. Daines reflects on the major leaps that shaped his life, from moving his young family to China with Procter & Gamble, to helping build RightNow Technologies in Bozeman, to stepping into the political ar...
In this episode of Going Big!, host Kevin Gentry sits down with Dr. Jane Kamensky, president and CEO of Thomas Jefferson’s Monticello, for a timely conversation about Thomas Jefferson, the Declaration of Independence, and the ideas that have shaped America for nearly 250 years.
Kamensky explains why Jefferson was chosen to...
In this episode of Going Big!, host Kevin Gentry sits down with Princeton professor Dr. Robert George for a wide-ranging conversation about truth, freedom, virtue, and the future of the American experiment. As the nation approaches its 250th anniversary, Robert reflects on what Americans often misunderstand about the founders, why George Washington was indispensable, and why a rep...
In this episode of Going Big!, host Kevin Gentry welcomes economist Daniel Di Martino back for a timely conversation about Venezuela, freedom, assimilation, and the future of America. Raised in Caracas during one of the most dramatic political and economic collapses in modern history, Daniel shares what it was like to watch shortages, inflation, and repression reshape everyday lif...
In this episode of Going Big!, host Kevin Gentry sits down with producer Drake Springer and director Meredith Danluck to discuss Why We Dream, a documentary that follows World War II veterans returning to Normandy 80 years after D-Day. With many of the veterans now more than 100 years old, the film captures a vanishing generation’s memories of war, service, sacrifice, and the lives they built afterward. Together, they e...
After losing her husband, Navy SEAL Lieutenant Brendan Looney, in Afghanistan, Amy Looney Heffernan could have stepped back from the world. Instead, she chose a harder path: building a life of service, leadership, and impact in his memory.
On this episode of Going Big!, host Kevin Gentry talks with Amy, now President of the...
In this episode of Going Big!, host Kevin Gentry sits down with former Vice President Mike Pence for a conversation about faith, conviction, public service, and the moments that test a leader’s character. Pence reflects on his journey from a young Democrat inspired by John F. Kennedy to a Reagan conservative, the hard lessons he learned from early political defeats, and the principles that shaped his years in Congress, a...
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