The Untold Stories Behind Baker Roofing’s Early Years with Frank & Prentiss Baker

In this special in-person episode of Under The Roof, Todd Kavanaugh and Matthew Elban sit down with Frank and Prentiss Baker, grandsons of founder W.P. Baker I and former owners of the company, to uncover the stories behind Baker’s early years. From memories of their grandfather’s humility, discipline, and impeccable dress, to hard-earned lessons carrying sheet metal up 32 stairs, falling off roofs, and learning on the job, this conversation brings the company’s history to life in a deeply personal way.

What You’ll Learn:

How the early values and work ethic of founder W.P. Baker I shaped the culture of Baker Roofing Company
The lessons Prentiss and Frank Baker learned growing up working in the family business
What working in the roofing industry looked like decades ago, before modern equipment and systems
Why humility, discipline, and respect for people became defining principles in the company’s leadership
How the Baker brothers navigated disagreements while leading the company together
The stories and experiences that helped shape Baker Roofing’s legacy across generations

Frank and Prentiss are third-generation leaders of Baker Roofing Company, one of the largest and most respected roofing contractors in the United States. As grandsons of founder W.P. Baker I, they grew up around the business and began working in the company at a young age, learning the trade from the ground up through hands-on work in the shop and on job sites.

Over the course of their careers, the brothers helped guide Baker Roofing through significant growth, expanding the company’s reach while preserving the values their grandfather built the business on: hard work, humility, craftsmanship, and respect for people. Their leadership helped shape Baker Roofing into the industry leader it is today while continuing the family legacy of delivering “Always Good Work.”