HeyJaredGoing Big! with Kevin Gentry
Welcome to Going Big! the podcast that’s all about transforming your marketing and fundraising. I’m your host, Kevin Gentry, and each episode, I sit down with some of the most influential business leaders, CEOs, and nonprofit visionaries to uncover the strategies that drive…
- Indexed episodes, last 90 days
- 11
- Latest publication
- Sep 14, 2026
- Audience
- Checking…
- Earliest in this view
- Jul 6, 2026
Latest episodes
Simplify: Doing What Actually Matters with Axios co-founder Mike Allen (opens the original)
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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 Brevit
The Billion-Dollar Bet on Educational Opportunity with Tony de Nicola (opens the original)
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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
Agency: Why He Took a $25K Job With a Harvard MBA with Ian Rowe (American Enterprise Institute) (opens the original)
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What if the obstacles standing in front of a young person do not have to determine the course of that person’s life? Ian Rowe, author and senior fellow at American Enterprise Institute, has spent three decades working across education, philanthropy, government, and the private sector trying to answer that question. In this episode of Going Big!, host Kevin Gentry sits down with Rowe to explore his concept of agency: the combination of free will and moral discernment that allows people to make ch
From Green Beret to Media Powerhouse with Nick Freitas (opens the original)
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What if losing the biggest opportunity of your life was actually preparing you for something much bigger?In this episode of Going Big!, host Kevin Gentry sits down with Nick Freitas, an Army Green Beret, former Virginia legislator, two-time congressional candidate, and media entrepreneur whose platform now reaches millions of people. Nick shares the story behind his unconventional journey, from military service and public office to two painful electoral defeats and the unexpected media career th
Why Pennsylvania is the Key to Victory with Matt Brouillette (Commonwealth Partners) (opens the original)
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What does it take to turn good ideas into lasting policy change? In this episode of Going Big!, host Kevin Gentry sits down with Matt Brouillette, longtime public policy leader and founder of Commonwealth Partners, to explore his journey from teaching history in San Diego to working alongside legendary state-policy leaders Larry Reed and Joe Overton, eventually leading the Commonwealth Foundation and launching a new organization focused on winning political and policy battles in Pennsylvania. Th
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