About Sylvester Insurance Agency

Having over 30 years within the insurance industry, Sylvester Insurance Agency has built a solid reputation as one of Randolph’s most trusted insurance agencies with the commitment to providing customers honest and reliable service. We believe both the agent and customer should closely work together for coverage selection.

At Sylvester Insurance, quality and honesty are not sacrificed for profit. We listen to you and use our expertise to ensure that the insurance you get is affordable, while appropriately meeting your personal or business needs.

We have a strong commitment to supporting our communities - giving back to help them continue to thrive. Sylvester Insurance sponsors food drives, Toys for Tots, and other community programs.

Earl J Sylvester

Earl brings 30 years of experience in the insurance industry holding positions of increasing responsibility at John Hancock Insurance, Kemper Insurance, and Arbella Mutual. Throughout his career, he worked on developing insurance products and underwriting coverage for personal lines, building his understanding of policies, risk assessment, and how insurance companies present them to consumers. His expertise and unique perspective helps him to look out for the best interests of his clients by working with them to sort out the options and find the best most cost effective coverage.

Earl comments, "I can provide tailored service to get the best policy coverage for customers. Because I know how the industry works, I am able to negotiate with underwriters on behalf of my clients."

Earl is active in the community. He is a member of the Lions Club and former board member, a long-time supporter of My Brother’s Keeper, and Toys for Tots organizer.

What people are saying about Earl Sylvester

“I have known Earl for many years. Earl is an extremely knowledgeable insurance person. He is also a very hard working individual who pays attention to detail. Earl is a class act!”

David S., Vice President, Morse Insurance Agency, Inc.

“I have known Earl for over ten years. He has always been conscientious, considerate, and easy to get along with. Earl is one of the most thorough and organized people I have known. When times have been difficult, Earl uses his quick sense of humor to help diffuse the situation, then he carefully analyzes things to come up with the ideal solution. Earl will always look after his clients as if they are his own family. He works hard to see that they get the best treatment regardless of circumstances.”

Brian M., President and CTO, XStream Systems, Inc.

“Earl and I worked together at Arbella in the personal lines underwriting department. He was a pleasure to work with. His knowledge and understanding of the insurance contract is excellent. He was always someone I could round table with for ideas and solutions regarding coverage. I highly recommend him for your insurance needs.”

Ellen S.. Senior Underwriter,Arbella Insurance Group

"Earl is an honest, intelligent, and hard working professional. He knows the insurance business, and is dedicated to helping people understand it.”

Rick G., Managing Director, RL Enterprises, Inc.

“I worked with Earl for several years while we were both with Arbella Insurance Group. Earl was always a reliable "go to" guy and his integrity and professionalism set him above most. I heartily recommend Earl for any organization and know that his contributions will be immediately recognized."

John C., Assistant Vice President, Arbella Insurance Group