What Makes a Family Business Last Across Generations | The Family Biz Show Ep. 125
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What Makes a Family Business Last Across Generations | The Family Biz Show Ep. 125

56:33 Jan 20, 2026
About this episode
What Makes a Family Business Last Across Generations Episode 125 of The Family Biz Show delivers one of the most grounded and insightful family business leadership stories in recent memory. Hosted by Michael Palumbos, a seasoned financial advisor for family business owners, this episode features Domenic Cortese of Cortese Construction Services—a second-generation leader actively transitioning a thriving company to the third generation. Through honest family business conversations, this episode explores the real mechanics behind longevity: trust, governance, wealth discipline, and intentional succession. These are not theoretical lessons. They are lived leadership legacy stories that show what it truly takes to move a family business to new generation leadership without breaking relationships or momentum. Immigrant Roots and the Foundation of Trust The Cortese story begins in the early 1950s when Domenic's father and uncle immigrated from Italy and built a construction company from nothing. Their partnership was rooted in deep family enterprise relationships, marked by absolute trust—even when conflict was present. Their dynamic illustrates a critical truth often discussed by any experienced family business advisor: trust does not require harmony, but it does require commitment. These early family enterprise stories laid the groundwork for a business that would survive multiple transitions. Yet, as Domenic explains, the same trust that fueled growth also created governance challenges—highlighting why family governance and trust must evolve as businesses grow. Succession Is About Choice, Not Obligation One of the most impactful family business conversations in the episode centers on Domenic's cousin, who never wanted to be in the business. Rather than forcing participation, Domenic sought outside guidance from a family business succession planning advisor, creating a dignified exit that preserved both family harmony and business health. This moment underscores why family business legacy planning is inseparable from personal fulfillment. A strong family business advisor understands that continuity fails when individuals feel trapped. Addressing family dynamics in succession early is one of the most effective forms of family business continuity planning. Architecting a Family Enterprise That Can Adapt When Domenic assumed leadership, he didn't simply inherit the business—he rebuilt it. By exiting seasonal concrete work and expanding into remodeling, he demonstrated thoughtful family business strategy rooted in core competencies. This approach to architecting a family enterprise allowed the company to maintain family enterprise momentu
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