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.
Episodes
Episodes



Monday Mar 24, 2025
Monday Mar 24, 2025
Going Big isn’t just a mindset—it’s a framework for transformation, innovation, and lasting impact. In this episode of Going Big!, host Kevin Gentry welcomes Jimmy Hutcheson, the visionary CEO of SPIN and Next Management Partners, who has mastered the art of taking legacy brands and scaling them into digital powerhouses.
Jimmy’s journey from a small-town upbringing in Springfield, Missouri, to leading some of the most recognizable names in media is proof that success favors those willing to step into the unknown. From early days hustling in the music industry to securing game-changing internships with MTV and KISS, he learned that saying yes to opportunity is the first step to going big.
When he acquired SPIN, Jimmy didn’t just buy a brand—he reimagined it. In just a few years, he 17x’ed its revenue, 20x’ed its social reach, and launched new ventures like SPIN TV and SPIN Records. But his story goes beyond business. As an advocate for using influence for good, he’s worked with The Phoenix to connect artists and audiences in the fight against addiction, proving that going big is about more than profits—it’s about purpose.
If you’re looking for the blueprint to scale your own ambitions, this conversation is packed with powerful lessons on leadership, digital strategy, and the courage to make bold moves. Whether you're a founder, a creator, or someone ready to break through to the next level, Jimmy Hutcheson’s story will challenge you to think bigger, move faster, and never settle.
🎧 Tune in now and learn how to take your vision from idea to industry powerhouse—The Going Big way. 🚀



Monday Mar 17, 2025
Monday Mar 17, 2025
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.



Monday Mar 10, 2025
Unreasonable Hospitality: The Secret to Going Big with Will Guidara
Monday Mar 10, 2025
Monday Mar 10, 2025
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.



Monday Mar 03, 2025
Monday Mar 03, 2025
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.



Monday Feb 24, 2025
Going Big with Art: How Polly Gentry Transformed Tragedy into Impact
Monday Feb 24, 2025
Monday Feb 24, 2025
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.

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.