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About the Episode
How do you successfully transition a business across five generations without creating resentment or burning out the next generation? This episode tackles the complex realities of family business succession planning through the story of Tiger's General Store in Hayesville, North Carolina — a business that has operated continuously since 1875.
In this three-generation conversation, host Matt Wagner sits down with Rob Tiger (fourth generation), Holly Tiger (married into the business), and Lauren Tiger (fifth generation) to explore the intentional decisions that have kept this 150-year-old business thriving. From Rob's initial reluctance ("I'll give you a year") to Lauren's carefully structured path that required building her own career first, this family reveals the honest conversations and strategic choices behind successful succession.
Discover practical strategies for:
Whether you're planning a business transition, considering buying a family business, or wondering how to stay relevant in a small market for decades, this episode provides a candid look at what actually works — and what doesn't — in multi-generational business ownership.
Join us as we hear directly from three generations about losing money in the early years, evolving from groceries to gifts, resisting pressure to go fully online, and why consistency matters more than perfection in small business success.
Special thanks to Sherry Adams, North Carolina Main Street Program, for coordinating this episode.
Connect:
Episode Links:
By Main Street America4.8
2323 ratings
About the Episode
How do you successfully transition a business across five generations without creating resentment or burning out the next generation? This episode tackles the complex realities of family business succession planning through the story of Tiger's General Store in Hayesville, North Carolina — a business that has operated continuously since 1875.
In this three-generation conversation, host Matt Wagner sits down with Rob Tiger (fourth generation), Holly Tiger (married into the business), and Lauren Tiger (fifth generation) to explore the intentional decisions that have kept this 150-year-old business thriving. From Rob's initial reluctance ("I'll give you a year") to Lauren's carefully structured path that required building her own career first, this family reveals the honest conversations and strategic choices behind successful succession.
Discover practical strategies for:
Whether you're planning a business transition, considering buying a family business, or wondering how to stay relevant in a small market for decades, this episode provides a candid look at what actually works — and what doesn't — in multi-generational business ownership.
Join us as we hear directly from three generations about losing money in the early years, evolving from groceries to gifts, resisting pressure to go fully online, and why consistency matters more than perfection in small business success.
Special thanks to Sherry Adams, North Carolina Main Street Program, for coordinating this episode.
Connect:
Episode Links:

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