What makes us the best choice?

We work below the waterline.

ninewaysWe do more than place your insurance – that’s just the tip of the iceberg. We dive deep below the waterline to identify and mitigate exposures, protect your assets, and manage your total cost of risk. That’s time and resources the typical agency just won’t spend.

We’re objective.

We’re not limited to selling products from only one company or investing in one proprietary fund. We represent multiple carriers, which increases the number of products and services that we can evaluate on your behalf. Beholden to none, that allows us to offer honest, objective advice and guidance. You’ll feel empowered to make a decision based on the most accurate and relevant information available.

We’re service-focused.

At Sylvia Group, you’ll find a level of customer service you thought was long gone. That includes following through on our promises and responding to your questions quickly so you never have to wait in limbo wondering what’s next. We do what we say we will, when we say we will, working to exceed your expectations.

We understand.

We know one size definitely does not fit all – that’s why there are no standard solutions here. We work hard to understand what you want to accomplish and ask the right questions to clarify your concerns so we can find the right solutions. The result: You’ll be ready to make an informed choice based on your circumstances.

We’re problem solvers.

Should an issue come up, we don’t just give you an 800 number to call. We make your problems our own and work to solve them quickly and efficiently. You save time, money and additional gray hair.

We speak your language.

We know insurance and financial issues can sometimes be complex, so we ensure you understand the benefits, the risks and all the nuances through clear communication. We work hard to make the complex simple, so you feel well-informed and able to make the right decision. When a client says, “Wow, I get it now,” we know we’ve done it right.

We have extensive knowledge.

We recruit professionals who are specialists in the insurance or finance field, or who are industry experts with an understanding of your business. Our intensive training and continuing education ensures a higher level of expertise. Because we understand the markets, the players and the industry environment, we know how to create innovative solutions that work for you and that you can feel good about.

We offer one-stop shopping.

We can manage and coordinate your insurance, employee benefits and financial planning needs, making your life easier and your business more efficient. As advisers who work across disciplines, we see where a decision in one area will affect another, offering a team approach and integrated solutions you won’t find elsewhere.

We can’t wait to help you.

It’s the satisfaction we gain from working with our clients and the pride we take in a job well done that really make a difference.


  • “When I needed assistance with my business insurance program, Jill White immediately responded – and, even more important, she listened. She understood the challenges I had with my former agent, and she and the Sylvia Group team designed a program specific to my restaurant’s needs. I’m confident that with Jill’s expertise and personal attention, Fay’s is in good hands. That gives me the peace of mind to focus on what my family and I do best: serve delicious food and provide great customer service while running a successful business.”

    – Evelyn Bettencourt, Owner, Fay's Restaurant and Knotty Pine Fine New England Catering

  • “Thanks to John Beauregard and the professionals at Sylvia Group, our MassMEDIC membership has paid immediate dividends. Through the BIO Business Solutions® program, Primo Medical received a significant premium reduction on our Professional Liability policy. In addition, utilizing Chubb as our insurance provider and Sylvia Group as our broker, we’re confident that we have business partners who truly understand our insurance needs, provide outstanding loss control services and continue to work with us to lower our total cost of risk.”

    – Christopher LaPlante, Chief Financial Officer, Primo Medical Group

  • “I love your staff. Since we moved over to Sylvia Group for our insurance what is it, maybe three or four weeks? I have had more communication and attention from them than I had for the what, seven or eight years? with my former agency! You have a great team.”

    – Pat Cassan, Ocean Explorium

  • “You have to have somebody like Judy Besse working with you. She’s very detail-oriented and patient. I’d be lost in a quagmire of laws, rules, regulations… I want somebody on my team as I have with Judy.”

    - Paula Gendreau, Business Manager, Greater New Bedford Regional Voc-Tech High School

  • “I want to thank you for this incredible resource (ThinkHR). We will be accessing it frequently and appreciate Sylvia Group making this available to Advanced Eye Centers.”

    Paul C. Abrantes, Executive Director, Advanced Eye Centers

  • “I so appreciate Julie Jennings' help with Medicare planning. It is a relief to be able to consult with a knowledgeable professional on insurance issues. I have no idea how people do this without such help.”

    – Chris Black, Personal Insurance client

  • "Working with Judy Besse can be pretty interesting because she sets the bar so high. And because she’s putting the customer first, she’s willing to put choices on the table that a lot of brokers just aren’t going to consider because they don’t want to take the haircut."

    – Ed Belt, CEO, Primarily Care, Inc.

  • “Working with Sylvia Group over recent years has taken our insurance issues from 'groans and moans' to 'no problem.' Rose Lopes, our Account Manager, is one of the most responsive people I have ever worked with. She responds immediately to questions or special requests. It is such a pleasure to work with Rose, who does whatever it takes to find a solution to our needs. We are very pleased… She always has our interests in mind.”

    – Lynne Foley, Director of Human Resources, Five Star Companies, Inc.

  • “Judy Besse and Sylvia Group do a wonderful job. Judy’s skills, knowledge of the (benefits) industry and manner of presenting complicated things in an easy-to-understand fashion are unparalleled.”

    - Tom Riley, M.P.A., Executive Director, Better Community Living

  • “We wanted to enhance our employee benefits offering, but we didn’t have the time or expertise to explore the myriad of options. Judy Besse consulted with us and provided detailed information that made a complex choice easy, enabling us to maximize our ROI. And she managed the entire process right through to implementation – including employee communication, enrollment and carrier accountability.”

    – Tom Donaruma, Director of HR, Brahmin Leather Works

  • "Sylvia Group is by far the best insurance agency I have ever dealt with, both personally and in my business. They provide customer support that is not found in other agencies. For example, they take a personal interest in their clients, calls are always taken or returned immediately, and during reviews suggestions are made to offer the most cost effective and comprehensive coverage. When claims occur, they have always been there to facilitate the process. It has truly been a pleasure to have them represent me in my insurance needs."

    - William N. Whelan, Chairman, Whelan Associates LLC

ACA Certified