Our Story

Family-owned agency combining experience with personalized service.

Serving Generations With Trusted Coverage

For three generations, our family has been dedicated to protecting families and businesses throughout the Commonwealth of Massachusetts. As a third-generation family-owned and operated insurance agency, Robert M. DeGregorio Insurance Agency, brings decades of experience and deep-rooted community connections to every client relationship.

Robert founded the Agency in 1952 after serving as a Naval Aviator in both World War II and the Korean War. His legacy was continued by his son Paul, who managed RMD Insurance for nearly forty years.

Paul retired in 2022 and his son Anthony took the reins. Despite being retired, Paul continues the tradition of assisting at the office. Anthony is also supported by Faith Hunt, our Client Service Representative.

Papa & I
Papa & I

Ready for Trusted Coverage?

Schedule a meeting with our third-generation, family-owned team to discuss protecting your family or business.

Built on Legacy, Driven by Technology

Our Legacy

Our journey began decades ago when the first generation established this agency with a powerful vision: to provide comprehensive insurance solutions while building lasting relationships within our community.

Today, we continue that legacy by offering all lines of property and casualty insurance, from auto insurance and home insurance to business insurance and commercial insurance coverage.

Our Modern Approach

What sets us apart is our sophisticated approach to client service. We've integrated cutting-edge technology, including the Microsoft Bookings app, to streamline your experience while maintaining the personal touch that defines family-owned businesses.

Our insurance agents are not just policy providers—they're trusted advisors who take time to understand your specific circumstances and recommend coverage that truly protects what matters most.

Connect With Our Team

Secure the protection your home, business, and vehicles deserve. Our experts are ready to guide you through personalized insurance solutions designed for your needs.

Professionals in a modern office