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Sterling Insurance Group
Vineyard Haven, Martha’s Vineyard, Massachusetts
Full-time | 40 hours per week | In-person

Build your insurance career on Martha’s Vineyard

Sterling Insurance Group is seeking an Insurance Account Manager to join our Vineyard Haven office. We welcome experienced insurance professionals as well as candidates with relevant client-service or administrative experience who are interested in developing a career in insurance.

Our agency serves individuals, families, and businesses on Martha’s Vineyard and throughout Massachusetts. This position focuses on personal insurance, including coverage for homes, vehicles, and other personal insurance needs, with opportunities to develop knowledge of coastal and high-value properties.

About the role

You will work with clients, insurance carriers, and colleagues to help manage insurance requests and provide attentive, accurate service. Responsibilities will reflect your experience, training, and licensing status and may include:

• Responding to client questions and coordinating follow-up.

• Assisting with policy changes, renewals, applications, and supporting documentation.

• Maintaining accurate client records and documenting communications.

• Communicating with insurance carriers about policy and underwriting requirements.

• Tracking outstanding items and helping keep requests moving toward completion.

• As appropriately licensed and trained, discussing coverage options, identifying insurance needs, and assisting clients with policy decisions.

Employees who are not yet licensed will begin with appropriate support responsibilities. Activities requiring an insurance license will be assigned only after applicable licensing requirements have been met.

What we’re looking for

• Clear, professional verbal and written communication.

• Attention to detail and a commitment to accurate work.

• Organization, follow-through, and the ability to manage competing priorities.

• Sound judgment and a willingness to ask questions when guidance is needed.

• Comfort learning computer systems and following documented procedures.

• A professional, service-oriented approach to clients and colleagues.

• Willingness to learn insurance concepts and work toward required licensing.

An active Massachusetts Property & Casualty insurance license and relevant insurance experience are preferred but are not required to apply. Candidates without a license must be willing to obtain it as part of their development in the role.

Training and collaboration

Training and support will be tailored to your experience and assigned responsibilities. Candidates new to insurance will receive guidance as they develop their knowledge and prepare for Massachusetts Property & Casualty licensure.

This position is based in our Vineyard Haven office and is not advertised as a remote or hybrid role. Occasional travel to our Boston office may be part of training and collaboration between the two teams. Any applicable travel expectations will be discussed during the hiring process.

Compensation

• Starting annual base salary for candidates without an active Massachusetts Property & Casualty license: $62,400.

• Annual base salary increases to $65,000 upon obtaining the required license.

• Higher starting compensation may be offered based on relevant insurance experience, licensing, and qualifications.

Any additional compensation adjustments will be evaluated separately; future increases or promotions are not guaranteed.

Benefits and professional development

Benefits include:

• Paid time off and paid holidays.

• A 401(k) plan with an employer match.

• Employer-paid licensing and professional-development support.

Benefit eligibility, coverage, employer contributions, and paid expenses are governed by the applicable plan documents and agency policies. Specific details will be provided during the hiring process.

How to apply

Apply through the application form on this page. Please include your résumé and a brief note describing your relevant experience and interest in the position.

Sterling Insurance Group is an equal opportunity employer. We consider qualified applicants without regard to characteristics protected by applicable law and provide reasonable accommodations as required by law.

No experience required. This is a support role that focuses on renewals and other processing functions. Candidate will be required to obtain a MA Property & Casualty License. Learn from the best and start a career in the unique insurance industry on the Vineyard.

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