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Going Big! with Kevin Gentry — Business
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.

Copyright: © Copyright 2024 All rights reserved. Best Non-Profit Podcast

Latest Episodes:

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

Show notes

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 with Hospitality: How Neal Wavra Built a Culinary Experience Rooted in Passion & Purpose Mar 03, 2025

Show notes

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.

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

Show notes

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.

Senator Phil Gramm: Bold Leadership, Big Risks, and Transforming America’s Economy Feb 17, 2025

Show notes

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.

Financial Freedom & Bold Vision: Rev. DeForest “Buster” Soaries on Breaking Barriers and Going Big Feb 10, 2025

Show notes

Dr. DeForest “Buster” Soaries has spent his life Going Big—whether as a civil rights leader, mega-church pastor, financial educator, or faith-driven entrepreneur. In this episode of the Going Big Podcast, host Kevin Gentry sits down with Dr. Soaries to explore his journey from community activism to leading a financial revolution through the dfree®️ Movement, empowering thousands to achieve true financial freedom.

From breaking free of debt to building lasting wealth, Dr. Soaries shares his game-changing approach to financial empowerment and how personal responsibility and faith intersect with social justice. He reveals the lessons that shaped him, the mentors who guided him, and how believing in yourself is the first step to Going Big in any area of life.

If you're ready to take control of your finances, think bigger, and make a lasting impact, this episode will inspire and equip you to take bold action. Don’t miss it!

Crafting Excellence: Billo & Pinto Naravane’s Bold Journey from Tech to World-Class Winemaking Feb 03, 2025

Show notes

On this episode of the Going Big! Podcast, host Kevin Gentry sits down with Billo & Pinto Naravane, founders of Rasa Vineyards in Walla Walla, Washington. Their story is one of passion, precision, and perseverance—leaving behind successful careers in tech to pursue their dream of creating world-class wines.

They share how their scientific backgrounds shaped their approach to winemaking, the risks they took to break into the industry, and how they’re redefining Washington wine with their ultra-premium, terroir-driven vintages. From lessons in entrepreneurship to insights on crafting transformational wines, this conversation is packed with inspiration for anyone looking to turn their passion into a bold new venture.

Tune in to hear their incredible journey and learn what it truly means to go big! 🍷✨

Leading with Purpose: Mike Richey on Transforming Fundraising and Inspiring Impact Jan 27, 2025

Show notes

In this episode of the Going Big! Podcast, host Kevin Gentry welcomes Mike Richey, a legendary leader in fundraising and longtime head of philanthropy at the University of Kentucky. With a career spanning over 50 years, Mike has raised billions of dollars, pioneered innovative giving strategies, and inspired countless teams to achieve transformational results.

Mike shares powerful insights on what drives philanthropy, the importance of big ideas, and how to build meaningful relationships with donors. From spearheading groundbreaking campaigns to impacting communities across Kentucky, his wisdom offers a masterclass in leadership, vision, and perseverance.

Whether you're a seasoned fundraiser or just starting out, this episode is filled with actionable advice and inspiring stories that will motivate you to think bigger and aim higher.

Don’t miss this deep dive into the heart of philanthropy and the power of Going Big!

Unlocking the World: How Travel Opens Doors and Creates Opportunities with Gary Leff Jan 20, 2025

Show notes

In this episode of the Going Big Podcast, Kevin Gentry sits down with Gary Leff, founder of the renowned travel blog View from the Wing and a globally recognized travel expert. Gary shares his inspiring journey of transforming a personal passion for frequent flyer programs and travel into a blog that reaches millions of readers worldwide.

He delves into the art of maximizing points and miles to create unforgettable travel experiences, from securing once-in-a-lifetime upgrades to helping loved ones overcome travel barriers. Gary’s stories showcase the profound ways travel opens doors—not just for personal exploration but for connecting with those who matter most. Beyond his remarkable anecdotes, Gary offers practical advice for travelers at all levels.

Learn how to navigate loyalty programs, choose the best airlines and hotels, and plan trips that deliver maximum value and enjoyment. Gary also reflects on the lessons he's learned along the way, emphasizing the importance of pursuing passions and making the most of every opportunity.

Whether you're a seasoned traveler or looking to embark on your next adventure, this episode is filled with actionable insights and heartfelt inspiration to help you "go big" in your own travel journey and beyond.

Going Big with Doug DeVos: Belief, Potential, and Purpose Jan 13, 2025

Show notes

In this episode of the Going Big! Podcast, Kevin Gentry is joined by Doug DeVos—business leader, philanthropist, and co-chair of the DeVos Family Foundation—for an inspiring conversation about the power of belief, accountability, and resilience. Doug shares personal stories of his family’s journey with Amway, illustrating how a belief in people’s unlimited potential can drive transformation.

From early entrepreneurial ventures to global success, Doug highlights the importance of creativity, integrity, and persistence in overcoming challenges. He also reflects on the principles of free enterprise, civic responsibility, and faith, emphasizing the need to foster respect and dignity for all. Whether you're an entrepreneur or nonprofit leader, this episode will leave you inspired to dream big, overcome obstacles, and make a lasting impact.

Tune in to hear Doug’s incredible insights, and don’t forget to subscribe, leave a review, and share this episode with others who want to "go big" in their mission and purpose!

Building a Movement: Liberty and Leadership with Jeff Frazee Jan 06, 2025

Show notes

In this thought-provoking episode of the Going Big! Podcast, host Kevin Gentry sits down with Jeff Frazee, Venture Partner at Liberty Ventures, founder of Young Americans for Liberty, and a visionary leader in the liberty movement. With a career dedicated to advancing freedom and empowering future leaders, Jeff shares his inspiring journey from managing Ron Paul's groundbreaking presidential campaigns to creating organizations that leave a lasting impact on policy and culture.

Jeff delves into the transformative power of grassroots movements, the importance of principled leadership, and how his work with initiatives like Stand Together Ventures and Trust Ventures is shaping a brighter future for freedom in America. He discusses the concept of "Liberty Lighthouse States," an innovative strategy to enact policy changes at the state level, and why building strong, authentic relationships is crucial for achieving lasting success in the liberty movement.

Whether you're a student passionate about political activism, an entrepreneur seeking to make a difference, or simply someone inspired by the power of ideas, this episode offers valuable insights and actionable advice. Join Kevin and Jeff as they explore how we can all contribute to preserving America's foundational values and creating opportunities for future generations. Tune in and be inspired to go big for liberty and leadership!

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