honouring the past, leading the future: 4 generations of Chalmers Insurance

from The Business of Family · host Tammy Buss

What does it take to lead a 4th-generation family business into the future—without losing the heart of what made it great?In this episode of The Business of Family Podcast, Tammy sits down with Dottie Chalmers Cutter, 4th Generation Owner and COO of Chalmers Insurance Group, recorded on the road in Maine—our first podcast recorded outside the studio!Dottie shares her personal journey growing up in a family enterprise, her path to leadership, and how she’s transforming the company culture from performance management to people development.They dive into legacy, leadership, and the power of developing people—not just managing them.#FamilyBusiness #Leadership #SuccessionPlanning #Legacy #TheBusinessofFamilyPodcast #BlueRoots #Podcast #BusinessPodcast #NextGen #ChalmersInsurance

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This episode was published on December 2, 2025.

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