We're hiring!

Current Job Openings at Sylvia Group

Personal Insurance Account Executive

The next step in your career

As a Personal Lines Account Executive in our Insurance Division, you’ll generate business for our growing agency by recognizing and addressing new clients’ needs, working them and our service teams to design customized solutions. You’ll be able to exercise your drive to work independently while enjoying the support of an outstanding team and enhancing our reputation as one of the most trusted agencies in New England. Over time, you’ll also have the opportunity to bring in new Commercial Lines accounts with small businesses.

What you’ll be doing

Under the direction of the Director of Business Development, you’ll bring in new business from outside the agency and work with Sylvia Group Commercial Lines clients to generate business with their employees. You’ll work with new and existing clients to design a sound insurance plan while coordinating with account managers to provide risk-management and other value-added services.

In your tool kit

The qualified candidate will demonstrate strong self-management skills, leadership qualities and the ability to communicate effectively. A bachelor’s degree is preferred.

High expectations

Personal Lines Producers are required to write new business that meets or exceeds targets for premium volume, commission and number of accounts while adhering to agency service standards and timelines. Producers plan, lead and control their personal production levels and servicing in a manner consistent with agency goals for growth, mix of business and profitability.


Employee Benefits Account Executive

Our resources, your expertise

If you’re a licensed health insurance professional who enjoys working as a key player on a well-supported team, Sylvia Group has an excellent opportunity for you. We’re seeking someone who has mastered the complicated details of health insurance – including voluntary and group health plans – and can manage existing accounts while consulting with colleagues on designing coverage programs for new clients.

Our company culture combines a high level of professionalism with healthy doses of fun and employer supported volunteering, making Sylvia Group a great place to work.

What you’ll be doing

As an Employee Benefits Account Executive, your priority will be on sharing your expertise on the technical aspects of health insurance and group benefit programs. You’ll expand sales in existing accounts by introducing additional products and services, and help bring in new business by working with producers on plan designs.

In your tool kit

  • Proven expertise in health insurance products, the rules and legislation that regulate them, and the evolving factors that affect the healthcare industry and its consumers.

  • A demonstrated ability to collaborate with colleagues.

  • Experience analyzing group health, dental, life and disability quotes and presenting benefit-plan options. Experience with captive programs is an advantage.

  • Strong written and verbal communications skills are required, as is the ability to make informative and persuasive presentations.

  • You must be flexible yet decisive and place a high value on customer service.

  • Candidates must have a minimum of a bachelor’s degree.

High expectations

Through the sharing of health insurance expertise, the successful candidate will retain current accounts and collaborate with other agency Producers on generating new business. 


Marketing and Communications Fall Semester Intern

Launch your career

When you’re entering the job market, nothing stands out to a prospective employer more than hands-on experience. As a Sylvia Group intern, you’ll work with the Director of Marketing and Communications to produce print and web content, applying what you’ve learned in the classroom while developing your skills, contributing to one of our region’s most respected insurance, benefits and financial services agencies, and earning a competitive wage.

What you’ll be doing

As a Sylvia Group Marketing and Communications Intern, you’ll participate in the development and deployment of company marketing plans, producing print and online content including social media posts, e-newsletters, fliers, brochures and videos. You’ll also assist in the planning, preparation and production of our webinars and seminars in the Sylvia Group Education Series.

In your tool kit

In addition to possessing strong verbal and written communications skills, the Marketing and Communications Intern will be proficient in the use of applications in the Adobe Creative Suite, including Illustrator and Photoshop. Experience using the HubSpot marketing platform is a plus, as are video recording and editing skills. Candidates must actively be pursuing an associate’s, bachelor’s or master’s degree in Marketing, Communications, Journalism or a related field.

High expectations

Interacting with staff throughout the agency, you’ll work independently under direction as you develop and publish content that will have a direct and positive effect on our company. You can expect an enriching and rewarding experience that will leave you well positioned and prepared for the next step in your career.



  • “I come in contact with many insurance brokers in the course of my practice – even more so with the advent of the Affordable Care Act requirements. Some are ill-prepared or still in denial. Others call me from the car on the way to a client meeting asking for a summary of the ACA in ten minutes. On the flip side of this coin is the Sylvia Group agency. Their clients are very fortunate to have a broker who is knowledgeable about employee benefit matters. The fact that Sylvia Group invited me, an ERISA lawyer, to conduct a live client seminar on the new ACA employer information reporting requirements indicates to me that they are engaged in the process and they care about their clients.”

    – RICHARD A. SZCZEBAK, Esq., RAS Law, P.C.

  • “By giving, advocating and volunteering, Sylvia Group has proven they are dedicated to our community. Whether they are volunteering at one of our Day of Caring events or working with us to provide affordable health insurance and benefits to our employees, Sylvia Group does whatever they can do to make a difference for United Way of Greater New Bedford. The team at Sylvia Group is a trusted group of dedicated professionals, and we thoroughly enjoy working with them.”

    – MICHELLE N. HANTMAN, President and CEO, United Way of Greater New Bedford

  • “Sylvia Group is very responsive to our ever-changing needs. Jill White provided us with wonderful support when we moved our child-care program location. She ensured that our coverage was seamless and that it met all of our program, licensing and funding needs. Sylvia Group always assists us immediately when we have questions and/or requests. We know we are in good hands and that they have the best interest of our YWCA participants in mind. It's a pleasure to work with the staff of Sylvia Group; they are truly customer-focused.”

    – GAIL FORTES, Executive Director, YWCA Southeastern Massachusetts

  • “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

  • "Getting the right insurance to guard against risks is absolutely critical for nonprofits, as well as other businesses; dealing with a costly claim could force a nonprofit to shut down permanently. Going with the Sylvia Group, we made the right decision and have never looked back. They have a thorough knowledge of nonprofits, where risks can oftentimes be more complex. They have gotten to know our mix of services, evaluated our insurance needs and designed an insurance program around our specific insurance coverage needs — allowing us, on a tight budget, to purchase the right amount and type of insurance at the best value. Sylvia Group staff have built strong, personalized helping relationships with our staff. I can sleep at night knowing they make sure that our insurance policies are adequate to cover our risk exposures. I have recommended, without hesitation, the Sylvia Group to my colleagues working in both the nonprofit and for-profit arenas."

    - MARIA A. ROSARIO, Executive Director, NorthStar Learning Centers, Inc.

  • “Sylvia Group is an attentive, professional and knowledgeable insurance agency. They are familiar with the ever-changing rules and regulations when it comes to independent, nonprofit schools., and John Beauregard always goes above and beyond for Friends Academy. Whether it is something small, like registering a new school vehicle, or something bigger, like filing a claim after our greenhouse was destroyed by a hurricane, he treats every question and every claim with utmost importance. Sylvia Group is invested in our program as well; John sponsors and participates in our yearly golf tournament. Sylvia Group is an exceptional insurance company that I would recommend to all my cohorts.”

    – KATHERINE FURTADO, Chief Financial Officer, Friends Academy

  • “The Sylvia Group team provides a multitude of services in all aspects of employee benefits. The team's dedication to their clientele is apparent through their willingness to provide trainings in your office, at their business and through valuable webinar resources. They are readily available to answer questions and help with any issues that may arise. CMHS, Inc. appreciates the relationship that we have enjoyed with the Sylvia Group throughout the years.”

    – JOHN WINTERHALTER, President, Comprehensive Mental Health Systems, Inc.

  • “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 love your staff. In the first three or four weeks after we moved over to Sylvia Group for our insurance, I have had more communication and attention from them than I had in the seven or eight years we were with our former agency! You have a great team.”

    – PAT CASSAN, Ocean Explorium

  • “I just wanted to take the time to recognize what a remarkable job Danielle Andre is doing. I cannot thank her enough for her time, her kindness and her willingness to make sure I’m comfortable with all the necessary changes that occurred from an insurance standpoint. As a whole, every Sylvia Group staff member has been friendly and knowledgeable, but Danielle has certainly gone above and beyond for me.”

    – SHANNON S., Personal Insurance client

  • “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 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.

  • “Sylvia Group is an attentive, professional and knowledgeable insurance agency. They are familiar with the ever-changing rules and regulations when it comes to independent, nonprofit schools, and John Beauregard always goes above and beyond for Friends Academy. Whether it is something small, like registering a new school vehicle, or something bigger, like filing a claim after our greenhouse was destroyed by a hurricane, he treats every question and every claim with utmost importance. Sylvia Group is an exceptional insurance agency that I would recommend to all my cohorts.” - KATHERINE FURTADO, Chief Financial Officer, Friends Academy

  • "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

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