In this episode of American Operator, JC sits down with James, founder of Tarrytown Roofing, to unpack a life shaped by grit, urgency, and a drive to do things better. From being sent alone to a family ranch in Mexico at age 12—learning Spanish, ranching, and resilience—to building a career in sales before betting on himself in the roofing industry, James’ journey is a masterclass in adaptation. He shares how discipline, mentorship, and a bias toward action helped him grow his business, the importance of thoughtful sales processes, and why health and mindset are essential for long-term success. If you’re interested in scaling a business, leading with urgency, and holding yourself to a higher standard, this conversation delivers.
Real stories. Real ownership. Real lessons from the field.
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