Going Big! with Kevin Gentry

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.

  1. 14. Sept.

    Simplify: Doing What Actually Matters with Axios co-founder Mike Allen

    How much of your day is consumed by work that no longer needs to exist? In this episode of Going Big!, host Kevin Gentry sits down with Mike Allen, one of America’s most influential political journalists and the co-founder of Axios, to explore the hidden cost of complexity and how leaders can reclaim time for the work that matters most. Mike traces his journey from traditional newspaper journalism to Politico, where he helped create Playbook, and then to Axios, where he helped pioneer Smart Brevity. Now, in his new book Simplify—which you can get at smartbrevity.com/simplify —Mike and his co-authors apply those lessons to organizations and everyday life. The three-part framework is simple: confront what has accumulated, delete what doesn't add value, and amplify the work that people are uniquely good at. The conversation explores AI, information overload, storytelling, organizational bloat, meetings, leadership, and the discipline required to say no. Mike shares a striking example from Goldman Sachs, where simplifying work gave one team 500 additional hours each year.  For anyone interested in learning more about how to simply their work and their life, this episode offers a practical challenge to become more productive without simply doing more. And if you enjoyed the conversation, please subscribe to Going Big!, leave a review, and share this episode with someone who could use some hours back in their day.

    Simplify: Doing What Actually Matters with Axios co-founder Mike Allen
  2. 7. Sept.

    The Billion-Dollar Bet on Educational Opportunity with Tony de Nicola

    What happens when a successful private-equity executive decides that one of America’s biggest challenges cannot be solved through philanthropy alone?   In this episode of Going Big!, host Kevin Gentry sits down with Tony de Nicola, Chairman of Welsh, Carson, Anderson & Stowe and co-founder of Invest in Education, to explore his decade-long effort to expand educational opportunity for American families. Inspired by his own immigrant family’s experience and the education that changed the trajectory of his life, Tony became convinced that systemic reform was needed to help more children access the schools that best meet their needs.   Tony shares the remarkable story of building bipartisan support for education tax-credit legislation in New York, watching it fail at the final stage two years in a row, and then making the decision to take the fight to Washington. That persistence ultimately helped lead to the first federal tax-credit scholarship program in American history, projected at roughly $30 billion over 10 years and potentially capable of supporting millions of scholarships. The conversation also explores Tony’s “venture philanthropy” approach, donor engagement, leadership, risk-taking, learning from failure, and what it takes to pursue a transformational goal over many years.   For anyone interested in education, philanthropy, public policy, or pursuing meaningful change over the long term, this is a conversation worth hearing. Be sure to subscribe to Going Big! wherever you listen to podcasts, and share this episode with someone who is working to solve a problem that may be bigger than any one organization can tackle alone.   To learn more about the new federal scholarship tax credit program, visit https://scholarshiptaxcredit.org/

    The Billion-Dollar Bet on Educational Opportunity with Tony de Nicola

Info

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.

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