It all started when…

Our founder, Stephen E. Benjamin, began Stephen Benjamin Insurance in 1939. Benjamin’s daughter, Betty, and her husband, Robert LeClaire, moved the business to its present location at 497 Central Turnpike in Sutton, MA after taking over management.

Today, the addition of their son – Stephen and his wife Joy - brings the agency into its third generation of service-minded operations.

And, after 84 years, we are still providing Central Massachusetts and the Blackstone Valley with the very best property and casualty insurance and strong financial services.

Our agency has achieved long-lasting success over the years because of our dedication to exceptional service. We survived the Great Depression, WWII, hurricanes, floods, and tornadoes. In spite of this adversity, we’ve adapted — and will continue to adapt — in order to best serve you. Stephen Benjamin Insurance listens to our clients’ concerns, answers all questions, and provides sound advice and appropriate, top-rated insurance products that span the test of time.

Now more than ever, as we are joined by a fourth generation, Steve’s daughter, Lauren, we hope you will look to our local insurance agency to protect your financial future. We have a vested interest in keeping you - our valued clients, neighbors and friends - safe and secure because your future is our future.