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

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

January 20, 2026 · 57 min · Season 1 · Episode 125

About this episode

This episode explores the key elements that contribute to the longevity of family businesses across generations, featuring insights from Domenic Cortese of Cortese Construction Services.

What actually keeps a family business alive across generations? And how do you protect both the business… and the family relationships that come with it? "Why does succession feel so complicated?" "How do you prepare your kids without creating entitlement?" "What happens when family dynamics start affecting business decisions?" "How do you know if the next generation truly wants this life?" This conversation gives you the answer. In this episode of The Family Biz Show, you'll hear the powerful story of Domenic Cortese and Cortese Construction Services — a family business that began with two immigrant brothers working factory jobs and evolved into a thriving multi-generational company. But this episode goes far beyond business growth. Domenic shares the hard lessons that shaped the company across decades: burnout from founder mentality, the dangers of forcing family members into the business, sibling ownership challenges, and the importance of building systems, leadership, and accountability that outlast any one generation. You'll walk away with a clearer understanding of what sustainable family business leadership actually looks like — and why preserving relationships may matter…

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