S1 EP2 Curt Shewell - Risk And Reward

In this episode of Winning Twice, Austin Cheviron sits down with Curt Shewell for a candid and perspective-shifting conversation about money, wealth, and what it really takes to achieve financial freedom. Curt shares his journey from starting with limited resources to building success through disciplined decision-making and strategic growth, breaking down how the right environment, mentorship, and belief system can completely change your trajectory. Together, they unpack the difference between earning money and building wealth, why most people stay stuck trading time for income, and how intentional business and investment strategies can create long-term freedom. The conversation goes beyond tactics, diving into mindset, identity, and the importance of surrounding yourself with people who expand your thinking. Curt also challenges common misconceptions about investing, risk, and success, emphasizing that wealth is less about luck and more about consistent action and aligned decisions over time.Winning Twice is a podcast about building a life where success shows up in both business and at home. Hosted by Austin Cheviron, the show features real, unfiltered conversations with high performers about money, time, leadership, and legacy—designed to help you win professionally without losing what matters most personally.