Our Agency

As a full-service agency, we strive to help our clients obtain the best possible insurance coverage at the best possible price. Most people need insurance — but few people want to spend time reviewing every policy detail. 
Because we have relationships with a variety of insurance carriers, we can find policies that best fit your unique situation. We can then recommend a coverage strategy to fit your needs and lifestyle.

WE'VE BEEN PROTECTING THE VALLEY'S VALUABLES FOR NEARLY 180 YEARS.

We are an Independent agency. We represent stable, progressive and reliable insurance companies. They agree to provide our clients with sound protection backed by great service. As representatives of our clients, we make certain that they do just that. We enjoy the goodwill of the community. You can help us retain that goodwill and in return, you will benefit. We believe that our sucess depends on the efforts of every member of our firm..

Gilmore Insurance Agency was begun by John J. Gilmore, Sr. What started as a one man operation grew to four employees in 1952, when John J. Gilmore, Jr. joined the agency and became a career agent for the New England Life Insurance Co. It was the genesis of the agency's involvement in providing complete financial services.

On July 1, 1984, the Gilmore Insurance Agency merged with Packard, Sawyer, Watters and Bell Insurance Agency to create Gilmore and Watters Insurance Agency, Inc. Together, Gilmore Ins. Agency and PSW&B brought a high level of expertise and professionalism to insurance in Franklin County.

Bob Gilmore joined his father in 1990 after a year as a Commercial Lines Underwriter with the USF&G Ins. Co. in Springfield, MA and in 1992 was elected President of Gilmore and Watters. In July of 1997, we embarked on a new path and became Gilmore and Associates Ins. Agency, Inc.
In November of 2009, Gilmore & Associates Ins. purchased the Don Skole Ins. Agency and subsequently we changed our name to Gilmore & Skole Insurance Agency, Inc.

With a staff of seven professionals, we continue to grow in the commitment to provide great service, advice and insurance protection for our clients.