Small Business, Living It

Fifty Years of Living it: James Roland


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In this episode of Small Business, Living It, Dean Castelhano welcomes longtime friend and business leader James Roland for a conversation about passion, grit, and the relationships that sustain a 50-year career. From New York Life to home building in Rockwall, James shares how family values, trust, and problem-solving have shaped his journey.
They discuss moving from big business to small business, the role of culture in career satisfaction, and why “living it” means showing up, staying engaged, and celebrating the wins — big or small.

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Small Business, Living ItBy sbli