Going Big! with Kevin Gentry

In this inspiring episode of the Going Big podcast, host Kevin Gentry sits down with President Lech Wałęsa, the shipyard electrician from Gdańsk, Poland, who defied the Soviet Union, ignited a movement of over ten million people, and helped reshape the course of history. With courage rooted in faith and conviction, President Wałęsa led the Solidarity movement, earned the Nobel Peace Prize, and became the first democratically electe...

Jim Law’s story is not one of chasing spotlight or scale. It is a story of deliberate choices, decades of experimentation, and a deep respect for the land. From the hills of the Congo to the rocky slopes of Virginia’s Blue Ridge Mountains, Jim has lived a life built on clarity, humility, and conviction. At Linden Vineyards, he has chosen to remain small so that the quality could go deep. His focus on terroir, soil, and precision fa...

Going Big means standing up for fundamental principles when it is hard, not just when it is popular. Greg Lukianoff has built a career doing exactly that.

In this timely conversation, host Kevin Gentry talks with Greg, the president of the Foundation for Individual Rights and Expression (FIRE), about what it truly takes to protect one of our most essential freedoms: the right to speak, to question, and to think independently.

Greg ...

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 Foundati...

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...

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 r...

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 diffe...

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 fou...

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, ...

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, overregul...

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 l...

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 l...

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 Univisio...

What does it really take to go big? For Jeff Rosenthal, it meant launching a global community from scratch, building a cultural movement atop the largest ski resort in the U.S., and investing in the boldest ideas reshaping our future.

In this high-energy episode of Going Big!, host Kevin Gentry sits down with Jeff Rosenthal—co-founder of Summit, co-author of Make No Small Plans, co-owner and co-developer...

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, c...

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 re...

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. I...

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 o...

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 m...