The Baker Legacy: A Conversation on Employee Ownership and Business Success with Dylan Baker
July 18, 2025
After 110 years of family leadership, the Baker Roofing Company embarks on a new chapter, championing a historic transition to employee ownership. In this first episode of Under The Roof, hosts Todd Kavanaugh and Matthew Elban sit with Dylan Baker, a fourth-generation Baker who brings a deep and intimate perspective on the company’s legacy and values, and what the transition means for the company’s future.
In this debut episode of Under The Roof, hosts Todd Kavanaugh and Matthew Elban sit down with Dylan Baker, the fourth-generation leader of Baker Roofing Company, to discuss the company's transition to employee ownership through an ESOP (Employee Stock Ownership Plan).
What You’ll Learn:
- How the “Always Good Work” sign inspires the company’s core values and mission.
- How the company’s transition to employee ownership reflects Rebecca Baker’s employee-first philosophy.
- Why the multi-generational company gains leadership insights from Prentiss and Frank Baker.
- How the ESOP structure benefits the employees and the company.
- The importance of preserving the company’s legacy.
About the Guest:
Dylan Baker is the fourth-generation leader of Baker Roofing Company, a century-old family business founded by his great-grandfather W.P. Baker in 1915. As a key figure in the company's leadership, Dylan has played a pivotal role in one of the organization's most significant transitions - implementing an Employee Stock Ownership Plan (ESOP). Following in the footsteps of his father Frank and uncle Prentiss, who were instrumental in growing the company, and his mother Rebecca, who served as CFO, Dylan has continued the family legacy of prioritizing employee welfare and maintaining the company's founding principle of "always good work." In this episode, he shares personal insights about the company's transition to employee ownership, discussing how this historic decision aligns with Baker Roofing's values and its commitment to creating lasting value for its workforce of over 1,000 employees.
Episode Resources:
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