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
Episodes



Monday Oct 06, 2025
Going Big with Don Miller: Why Story Changes Everything
Monday Oct 06, 2025
Monday Oct 06, 2025
In this episode of Going Big!, host Kevin Gentry sits down with best-selling author and entrepreneur Don Miller. Known for groundbreaking books like Blue Like Jazz, A Million Miles in a Thousand Years, Hero on a Mission, and the transformative Building a StoryBrand, Don shares how storytelling has shaped his life and helped countless leaders and organizations clarify their message.
From his early memoirs to creating one of the most influential frameworks in modern marketing, Don reveals how the art of story can drive growth, inspire action, and create lasting impact. Whether you lead a business, a nonprofit, or a personal project, this episode will help you think bigger, communicate with clarity, and create your own great story.
Now, are you looking to Go Big for your own great cause? Check out Zeffy – the only fundraising platform that delivers 100% of every donor’s gift directly to your cause. Donors can choose to optionally tip Zeffy, but if they give $100, you get $100. Zeffy is a proud sponsor of the Going Big! podcast as we share the goal to empower YOU! to make your greatest impact.
Check them out at https://bit.ly/Zeffy-Going-Big-Podcast



Monday Sep 29, 2025
Monday Sep 29, 2025
In this episode of Going Big!, Kevin Gentry sits down with Wendy Borcherdt, one of Ronald Reagan’s earliest and most influential supporters. From his first run for governor to his years in the White House, Wendy offers rare insights into Reagan’s deep faith, unshakable moral compass, and decisive leadership.
Through her stories, we see how Reagan embodied what it truly means to Go Big for a great cause. From the student riots in Berkeley to confronting the Soviet Union, his courage shaped a vision for America that still inspires today. Wendy’s reflections remind us that true greatness comes from seizing opportunities and staying true to what you believe. Let this episode inspire you to take the next big leap in your life to maximize your own great potential.
Now, are you looking to Go Big for your own great cause? Check out Zeffy – the only fundraising platform that delivers 100% of every donor’s gift directly to your cause. Donors can choose to optionally tip Zeffy, but if they give $100, you get $100. Zeffy is a proud sponsor of the Going Big! podcast as we share the goal to empower YOU! to make your greatest impact.
Check them out at https://bit.ly/Zeffy-Going-Big-Podcast



Monday Sep 22, 2025
One Year of Going Big!: The Best of Going Big
Monday Sep 22, 2025
Monday Sep 22, 2025
This highlights episode of the Going Big! Podcast celebrates our first year with some fantastic guests. Host Kevin Gentry brings together the most powerful clips from Year One, showing what it means to Go Big in business, leadership, and life.
Hear directly from Jeff Rosenthal of Summit and Powder Mountain, Speaker Newt Gingrich, Professor Todd Rose, restaurateur Will Guidara, Senator Phil Gramm, Reverend John Yates, radio host Erick Erickson, businessmen and philanthropists Art Pope, Tom Smith, Doug DeVos, and University President Katherine Rowe.
Their stories highlight how risk-taking fuels growth, how mentors multiply your impact, and how bold leadership inspires others. Whether you are new to Going Big! or have been with us since the beginning, this highlights episode is the perfect way to catch the very best lessons on Going Big! so far.



Monday Sep 15, 2025
President Lech Wałęsa on Faith, Courage, and Going Big for Democracy
Monday Sep 15, 2025
Monday Sep 15, 2025
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 elected President of Poland since 1926— a true example of what it means to go big.
Now in his eighties, President Wałęsa reflects on how faith overcomes fear, why collective wisdom is vital for the future, and the responsibility of today’s leaders to confront global challenges with courage and clarity. From bringing down walls of oppression to calling for bold leadership in the twenty-first century, this conversation is a reminder that going big is not just about ambition — it is about rising to the moment and inspiring others to do the same.
Learn more at historyexplorer.com



Monday Sep 08, 2025
🎙️ Going Big with Jim Law: A Vineyard, a Vision, and the Virtue of Patience
Monday Sep 08, 2025
Monday Sep 08, 2025
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 farming has turned him into one of the quiet pioneers of the East Coast wine movement. He did not set out to Go Big—but by following his calling with integrity, that is exactly what he has done.
In this inspiring episode of Going Big, host Kevin Gentry uncovers how Jim built a legacy without ever chasing one. They talk about growing grapes with intention, creating wine that reflects its place, and mentoring a new generation of growers to think long-term and lead with purpose. Whether you're a winemaker, a business builder, or simply someone who wants to live a meaningful life, Jim Law reminds us that you don’t have to scale fast to Go Big. You just have to plant the right seeds and stay true to what matters.

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.








