Investing in What Matters Most

Investing in What Matters Most

By Reggie Prevail, Founder of Prevail Foundation

As a business investor, I’ve put capital behind companies across industries—tech startups, service-based businesses, international ventures—you name it. I’ve learned how to spot potential, scale operations, and drive returns. But no matter how far my investments reach, I’ve always felt a deep pull to stay grounded in something more personal. Something closer to home.


That’s what led me to create Prevail Foundation.


For me, investing isn’t just about profits—it’s about people. It’s about creating value in places that often go overlooked. The same way I look at a business and ask, “How can we unlock growth here?” I ask that same question when I look at our communities.


Prevail Foundation is my way of investing in what really matters.


We focus on financial empowerment, mental wellness, digital equity, and youth development through sports—because I believe these are the cornerstones of real, generational change. When a young person learns how to manage money, when a parent finally gets access to mental health support, when a kid gets their first laptop or makes the winning play on the field—that’s a return on investment that can’t be measured in dollars.


I fund most of our programs through my own businesses and personal donations. Why? Because I’ve been blessed to win in boardrooms and deals—and I believe those wins should translate into something bigger than me. Prevail Foundation is how I put that belief into action.


This isn’t charity. This is strategy. This is about building equity—in every sense of the word.


Whether you’re a fellow entrepreneur, a mentor, a parent, or someone just trying to make a difference—I invite you to stand with us. Let’s invest in the future, one community at a time.


Together, we prevail.


— Reggie Prevail

Founder, Prevail Foundation

Investor | Philanthropist | Father

💥 What Impact Really Looks Like: Stories from the Prevail Foundation

By Reginald Prevail • March 28, 2022

🥊 Prevail Foundation Proudly Sponsors the Sweet Pea Whitaker Annual Classic

By Reginald Prevail • March 28, 2022
Honoring a Legend. Empowering the Future. We are proud to announce that Prevail Foundation is an official sponsor of the Sweet Pea Whitaker Annual Classic , a powerful community boxing event held in honor of the late, great Pernell “Sweet Pea” Whitaker — a hometown hero, Olympic gold medalist, and one of the greatest defensive fighters in boxing history. More than just a tournament, the Sweet Pea Classic represents the spirit of perseverance, discipline, and community. It’s about legacy — and the young fighters stepping into the ring aren’t just chasing medals. They’re carrying dreams, representing neighborhoods, and learning the values of hard work, respect, and resilience. At Prevail Foundation, we believe in those values. We believe in the power of youth development, positive mentorship, and providing real opportunities for young people to grow. That’s why we support events like this — because they create safe, empowering spaces where futures can be shaped one round at a time. 💯 All Proceeds Go Where They Matter We want to be clear: Prevail Foundation is proud to sponsor this event, but we do not receive any proceeds. All funds raised will go directly to the Whitaker Family and Powerhouse Boxing Gym , supporting youth boxing programs and keeping Sweet Pea’s legacy alive in the very city he loved. 🥇 Why It Matters Boxing has always been more than a sport — it’s been a lifeline for many. For generations, gyms like Powerhouse have offered structure, mentorship, and brotherhood. By supporting the Sweet Pea Classic, we’re not just celebrating a legend — we’re investing in the next one. 👏 Join Us in the Stands This event isn’t just for fight fans — it’s for families, educators, business owners, and anyone who believes in building up the next generation. So pull up, cheer loud, and be part of something bigger than boxing. Let’s celebrate greatness, support community, and keep Sweet Pea’s legacy swinging. — To learn more about purchasing tickets for the event, visit https://SweetPeaClassic.eventbrite.com

✊ Why We Founded Prevail Foundation: From Vision to Impact

By Reginald Prevail • March 28, 2022
 At the heart of Prevail Foundation is a simple belief: when you invest in people, communities rise. Founded by entrepreneur, investor, and philanthropist Reggie Prevail , Prevail Foundation was born out of a deep personal commitment to give back — not just with words, but with real resources, time, and leadership. Reggie didn’t start Prevail Foundation for recognition. He started it because he knows what it feels like to come from a place with talent, heart, and ambition — but not always the access. He built a successful path in business and investing, but never lost sight of the communities that shaped him. Through Prevail Foundation, he’s making sure those communities have the tools, guidance, and support to prevail, too. 🧭 A Mission Rooted in Equity Prevail Foundation was created to close gaps — the kind that separate potential from opportunity. Whether it’s a young person needing mentorship, a family lacking access to technology, or a future entrepreneur with hustle but no roadmap — we’re here to bridge the divide. We invest in youth development , leadership training , digital equity , and entrepreneurship , because these aren’t just buzzwords — they’re lifelines. 💼 Privately Funded. Publicly Committed. What makes Prevail Foundation different? Most of our work is personally funded by Reggie and supported through companies within the Prevail Ventures portfolio. That means we move differently — no red tape, no gatekeeping. Just focused, community-first investment that meets people where they are. 🔥 Built to Last This foundation isn’t about charity. It’s about legacy . It’s about long-term infrastructure for real change. It’s about rewriting the narrative — from scarcity to possibility. “I started Prevail Foundation because I never wanted talent to go unnoticed, potential to go unsupported, or communities to feel forgotten.” – Reggie Prevail If you’ve ever had someone believe in you before you believed in yourself, you understand what this work is about. And if no one ever did, we hope Prevail Foundation will be that for someone else. Learn more. Get involved. Or just keep cheering us on. Either way, we’re just getting started. Learn More →