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.
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



Oct 14, 2024
Oct 14, 2024
43 min
Host Kevin Gentry welcomes Annie Dickerson, founder of the Winning for Women Action Fund, on the Going Big podcast to explore the intersection of big-dollar philanthropy and grassroots political fundraising.
With experience working on presidential campaigns and building a grassroots network of right-of-center women dedicated to advancing conservative policies, Annie shares her insights into major donor fundraising and high-stakes political engagement.
If you're interested in the strategies behind high-impact political fundraising and donor engagement, this episode is packed with valuable takeaways!
Check out Annie Dickerson here: https://winningforwomen.com/
Check out TenX Strategies here: https://tenxstrategies.com/
Oct 14, 2024
43 min



Oct 7, 2024
Oct 7, 2024
46 min
In this episode of Going Big!, host Kevin Gentry sits down with Andreas Widmer, founder and director of the Art & Carlyse Ciocca Center for Principled Entrepreneurship at The Catholic University of America’s Busch School of Business and author of The Art of Principled Entrepreneurship.
Andreas shares his journey from high-tech leader to serving as a Swiss Guard under Pope John Paul II, discussing how principled entrepreneurship can transform not only businesses but also the people behind them. Discover the central lessons Andreas learned from his time with the Pope, his passion for mentoring professionals, and how maintaining humanity in entrepreneurship leads to sustainable success.
Whether you're a seasoned leader or just starting your journey, this episode offers timeless insights on leadership, purpose, and making a lasting impact.
Check out Andreas's work here: https://andreas-widmer.com/
Check out TenX Strategies here: https://tenxstrategies.com/
Oct 7, 2024
46 min


Sep 30, 2024
Sep 30, 2024
41 min
Welcome to the Going Big! Podcast, where Host Kevin Gentry sits down with industry leaders to discuss cutting-edge strategies for transforming your marketing and fundraising efforts. In this episode, Kevin is joined by special guests Jeff Crank, VP of AFP, Jonathan Quick, podcast Host, and Cesar Grajales, podcast host and morning radio show anchor on Salem Radio in Miami. Together, they dive into the exciting world of new media, focusing on the powerful role video podcasts and social media play in reaching and engaging larger audiences.
Throughout this conversation, Kevin, Jeff, Jonathan, and Cesar share their firsthand experiences on how to turn your content into an authentic and impactful message that resonates. They walk listeners through best practices for launching and growing a podcast, how to stay positive and energized throughout the process, and why having fun while reaching your audience is crucial for long-term success.
Whether you’re a nonprofit leader looking to expand your reach, a business owner seeking to elevate your brand, or someone interested in new media trends, this episode is packed with actionable insights. Tune in to discover how to leverage podcasts to amplify your message, build a stronger connection with your audience, and take your leadership and communication to the next level.
Available on Spotify, iTunes, Amazon, iHeart Radio, Pandora, and YouTube, Going Big! delivers the tools and inspiration to help you transform your organization’s success.
Don't forget to follow us on social media and visit TenXStrategies.com for more resources.
Sep 30, 2024
41 min


Sep 23, 2024
Sep 23, 2024
42 min
In this episode of Going Big, Host Kevin Gentry sits down with Trevor Bragdon and Tarren Bragdon of 7-Figure Fundraising to delve into the secrets of successful major donor fundraising. Discover the transformative strategies and actionable insights from their new book, designed to turn the fundraising challenge into a rewarding pursuit.
From crafting compelling pitches to building an enthusiastic donor base, Trevor and Tarren share their proven methods for scaling nonprofit impact and securing six- and seven-figure donations.
Tune in to learn how you can elevate your fundraising game and make a global difference with your nonprofit mission.
Check them out here: https://www.7figurefundraising.com/book
Check us out here: https://tenxstrategies.com/
Check out the podcast more here: https://goingbig.podbean.com/
Sep 23, 2024
42 min


Sep 16, 2024
Sep 16, 2024
47 min
In this episode of the Going Big, Host Kevin Gentry interviews Richard A. Viguerie, a pioneer in direct mail fundraising who transformed political communication in the 1960s and 1970s. Richard shares how he entered the world of direct mail, offering expert advice for nonprofit leaders on effective fundraising strategies and the importance of mentoring.
With over 50 years of experience and a legacy of innovation, Richard reflects on the power of direct marketing to engage millions of Americans in causes and campaigns, driving meaningful change through grassroots efforts!
Check out the book here: https://a.co/d/0u0lXah
Check out Richard here: https://www.americantarget.com/
Check out TenX Strategies here: https://tenxstrategies.com/
Sep 16, 2024
47 min

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.







