EP 53: From Empire to Prevail – How Andrew Stafford Turned Loss into a Billion-Dollar Wealth Movement
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What happens when a 75-year family empire disappears almost overnight? In this powerful episode, host Keith Miller sits down with Andrew Stafford, President of Prevail Innovative Wealth Strategies, for a raw and inspiring conversation about legacy, loss, and the relentless pursuit of building something that lasts. Andrew shares his journey from fourth-generation newspaper distribution to running 100-plus trucks, walking away from corporate America, and ultimately co-founding Prevail — a Kansas City-based wealth management firm with over $1 billion in assets and a $100 million venture capital fund.
Andrew unpacks the hard lessons he learned about the critical difference between building a lifestyle and creating true net worth — and why that distinction could be the most important thing a business owner ever grasps. He introduces Prevail's four-tenet investment philosophy: active portfolio management, non-correlated assets, passive income creation, and strategic tax planning — a model built by studying how endowments like Yale and Harvard consistently outperform.
You'll also hear Andrew's take on the three-legged stool of entrepreneurship, why margin matters more than revenue, the moment he sold everything to start over, and the role his wife played in making it all possible. Whether you're a business owner sitting on top of a great business wondering what comes next, or an entrepreneur grinding through the early stages trying to figure out what's working, Andrew's story is a masterclass in intentionality, humility, and building a personal moat that no market cycle can take away.
Learn more about Andrew and Prevail at prevailiws.com.
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