Going Big! with Kevin Gentry

What would you do if you weren’t afraid to fail? For Emily Seidel, that question reshaped everything—from her earliest doubts about leading a national grassroots movement to becoming the CEO of Americans for Prosperity, one of the most influential citizen-powered organizations in the country. In this episode of Going Big, Emily shares the deeply personal journey that brought her from answering phones on Capitol Hill to leading a team of 500 and mobilizing people across all 50 states. With vulnerability, wisdom, and resolve, she reflects on the power of saying yes to the uncomfortable, stepping into challenges without knowing all the answers, and trusting in a mission bigger than herself. Her story is a powerful reminder that real leadership isn’t about having all the credentials or a perfect plan—it’s about showing up, being willing to grow, and surrounding yourself with people who believe in the cause. Along the way, Emily unpacks the urgency behind protecting tax reform, the quiet strength of citizen advocacy, and how real change happens not from Washington headlines—but from the voices of everyday Americans who dare to believe they can make a difference. If you’ve ever felt the tug between playing it safe and stepping into something greater, this conversation is for you. It’s about conviction. It’s about courage. And it’s about what happens when you stop letting fear define your future—and start choosing to Go Big.

In a lively conversation, Jimmy Hutcheson, CEO of SPIN and Next Management Partners, shares his inspiring journey from a small-town upbringing to leading iconic brands. He delves into the impressive revitalization of SPIN, boosting its revenue and digital presence, while emphasizing the importance of innovation. Jimmy discusses the impactful One Million Strong initiative, merging art with addiction recovery in the music industry. He also explores the future of music amid AI advancements, urging bold moves and meaningful connections for success.

What does it mean to Go Big when the stakes are life and death? Patrick Henry didn’t just give a speech—he ignited a revolution. On March 23, 1775, in a small church in Richmond, Virginia, his legendary words—“Give me liberty or give me death”—transformed hesitation into action and set the course for American independence. In this episode, Kevin Gentry sits down with Stephen Wilson, Executive Director of the St. John’s Church Foundation, to explore how bold decisions, fearless leadership, and unwavering conviction changed history—and why those same principles apply today. Whether you're leading a movement, running a business, or making a tough decision, Go Big, succeed big, or fail big—but never play small.

What does it take to truly Go Big in life and business? Will Guidara, world-renowned restaurateur and bestselling author of Unreasonable Hospitality, joins host Kevin Gentry to share how relentless pursuit, bold thinking, and investing in people can transform not just an industry—but the way we live and lead. From making Eleven Madison Park the #1 restaurant in the world to inspiring some of the most popular episodes of the hit series, "The Bear.", Will reveals the power of dreaming audaciously, embracing mentorship, and creating unforgettable moments that leave a lasting impact. He unpacks the Rule of 95/5, the art of gamifying success, and why true leadership is about inspiring others to pursue excellence. This episode is a masterclass in thinking big, acting boldly, and leading with heart. Whether you’re an entrepreneur, leader, or changemaker, this conversation will challenge you to rethink what’s possible—and then go make it happen.

Going Big isn’t just about taking risks—it’s about turning your passion into something that impacts others. In this episode of the Going Big! Podcast, host Kevin Gentry sits down with Neal Wavra, a hospitality visionary who took a bold leap to create something extraordinary. From growing up in Chicago, where family meals were the heartbeat of connection, to working in world-class restaurants like Charlie Trotter’s and Blackberry Farm, Neal always believed that food was more than just sustenance—it was an experience. That belief led him and his wife to open Field & Main, a restaurant dedicated to farm-to-table excellence and fostering community through hospitality. When COVID threatened the restaurant industry, Neal didn’t retreat—he went bigger, finding new ways to serve guests and sustain his team. Now, he’s shaping the future of Virginia’s wine industry and expanding his impact through Fable Hospitality Group. This conversation is all about taking risks, following your passion, and going big—in business, in service, and in life.

What does it truly mean to Go Big? For artist Polly Gentry, it meant taking a personal moment of grief and transforming it into a mission of honor, remembrance, and action. After witnessing the heartbreaking events of the 2021 Afghanistan troop withdrawal, Polly was moved to create a one-of-a-kind tribute—her Flags of Honor series, with each piece dedicated to one of the 13 fallen service members. But Polly didn’t stop at expression—she took her impact even further. Determined to make a tangible difference, she auctioned her art to support military families through the Folds of Honor Foundation, proving that creativity, when paired with purpose, has the power to change lives. On this episode of the Going Big! Podcast, host Kevin Gentry sits down with Polly to explore how she discovered her artistic gift later in life, the moment she realized her work could serve a greater cause, and why taking bold action with your talents can ignite change beyond what you ever imagined. This conversation is a reminder that Going Big isn’t just about ambition—it’s about using your unique gifts to leave a lasting impact.

On this episode of the Going Big! Podcast, host Kevin Gentry sits down with former U.S. Senator Phil Gramm, a leader whose career has been defined by taking bold risks and reshaping America’s economic policies. From his early days as an economics professor to becoming a key architect of the Reagan Revolution, Gramm shares his journey of challenging the status quo, fighting for lower taxes, and making tough decisions that changed the course of history. He opens up about his daring decision to resign from Congress, switch parties, and run again, proving that true leadership means standing firm on principles—even when the odds are against you. This conversation is a masterclass in resilience, bold decision-making, and what it truly means to go big. Whether you're an entrepreneur, leader, or changemaker, Phil Gramm’s insights will inspire you to take action and make a lasting impact.

Rev. DeForest “Buster” Soaries is a civil rights leader, pastor, financial educator, and entrepreneur who champions the dfree®️ Movement for financial empowerment. He discusses breaking free from debt and building wealth, intertwining personal responsibility with faith and social justice. Soaries reflects on his journey from activism to mentorship, revealing how believing in oneself is crucial for making a significant impact. He also highlights the importance of community in promoting financial literacy and celebrates initiatives honoring Dr. King's legacy.

Join Billo and Pinto Naravane, tech industry veterans turned winemakers, as they share their remarkable journey to crafting world-class wines at Rasa Vineyards. They discuss the challenges of leaving their successful careers to embrace the terroir of Walla Walla. Discover how their scientific backgrounds influence their winemaking process and their commitment to quality through innovative practices. The duo also explores the impact of philanthropy in their business and the exciting yet complex role of AI in the winemaking industry.

Mike Richey, a legendary figure in fundraising with over 50 years of experience and a former head of philanthropy at the University of Kentucky, shares invaluable insights on transforming philanthropy. He emphasizes building meaningful relationships with donors and discusses the profound impact of giving on communities. Richey highlights the importance of aligning personal passion with professional goals, mentorship in fundraising, and the power of collaborative efforts. His inspiring stories reinforce the need to think big and aim higher in philanthropic endeavors.