In this episode of the Winning Twice Podcast, Austin Cheviron sits down with Bernard Shamow to unpack what it really takes to build something meaningful from the ground up. From a chance connection at a real estate event to launching a high-performing team in just seven months, this conversation dives deep into vision, execution, and the discipline required to scale the right way. Bernard shares how he transitioned from high-level solo production into leadership—focusing not just on numbers, but on building systems, culture, and people.

Together, they break down the realities most entrepreneurs don’t talk about: sacrificing short-term income for long-term growth, making intentional decisions, and surrounding yourself with people who raise your standards. This episode is about more than business—it’s about becoming the kind of person who can sustain success. Because winning isn’t just about deals closed or revenue earned… it’s about winning in life and in business. That’s what it means to win twice.

In this powerful episode of the Winning Twice Podcast, Austin Cheviron sits down with client-turned-friend PJ Crescenzo for a real, unfiltered conversation about what it truly means to win in both life and business. From PJ’s rock-bottom past—facing addiction, debt, and near-death experiences—to building a thriving nationwide lending platform, this episode dives deep into the mindset, structure, and faith required to sustain long-term success. Together, they unpack the true meaning of “winning twice,” emphasizing success at home and in business, and introduce PJ’s transformative “Three V’s” framework—Vision, Values, and Vehicle—for building high-level relationships and scaling with intention. This episode is a masterclass in focus, personal responsibility, and growth, reminding listeners that success isn’t about a single victory—it’s about alignment, consistency, and becoming the person who can win again and again.

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.

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In this episode of Winning Twice, Austin Cheviron sits down with Chandler Bolt for a direct, high-energy conversation about entrepreneurship, risk, and what it really takes to build something meaningful. From the outside, success can look fast—but Chandler pulls back the curtain on years of reinvesting everything, running lean, and making bold decisions without guarantees. The two dive into the realities of scaling a business, the difference between being risky and taking calculated risks, and why most entrepreneurs misunderstand money, profit, and growth. They also explore the power of writing a book—not as a vanity project, but as a strategic tool to create authority, generate leads, and open doors that traditional marketing never could. Along the way, they touch on identity, discipline, and the mindset required to keep taking big swings, even when you’re already “winning.”

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.