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Personal Insurance Advisor

Stephen Benjamin Insurance Agency
Sutton, MA Full Time
POSTED ON 7/30/2026
AVAILABLE BEFORE 8/28/2026
Personal Insurance Advisor

Stephen Benjamin Insurance Agency | Sutton, Massachusetts


About Stephen Benjamin Insurance Agency

For more than 85 years, Stephen Benjamin Insurance Agency has helped individuals, families, and businesses protect what matters most. Today, under fourth-generation family leadership, we're building on that legacy as a growing, woman-owned independent agency focused on delivering exceptional client service while investing in our team, embracing technology, and building the next generation of our agency.


As we continue to grow, we're looking for a Personal Insurance Advisor who wants to grow with us.

About the Role

We believe insurance is still a relationship business.

This is a relationship-focused sales and advisory role for someone who enjoys building trust, educating clients, and becoming a long-term resource for the people they serve. You'll help individuals and families make informed insurance decisions while developing long-term client relationships and contributing to the continued growth of Stephen Benjamin Insurance Agency.

You'll be supported by an experienced client service team that handles much of the day-to-day administrative work. That allows you to focus on building relationships, advising clients, and developing new opportunities.


Responsibilities

·  Build and maintain long-term relationships with new and existing clients

·  Conduct insurance reviews and educate clients on coverage options and potential gaps

·  Quote, write, and recommend personal insurance solutions

·  Develop referral relationships through networking and community involvement

·  Follow up on agency-generated and self-generated opportunities

·  Work collaboratively with our service team to deliver exceptional client experience

·  Continue developing insurance knowledge through licensing and ongoing education

·  Represent the agency professionally in the community and at local events


What We're Looking For

·  Strong communication and relationship-building skills

· Professional, organized, and self-motivated

·  Someone who genuinely enjoys helping people

·  Ability to balance new business sales and long-term client relationships

·  Comfortable networking and building community connections

·  Insurance experience preferred but not required for the right candidate

·  Massachusetts Property & Casualty license preferred or willingness to obtain


What Makes Our Agency Different

·  Independent agency representing multiple respected insurance carriers

·  Relationship-first approach centered on education and advocacy

·  Fourth-generation, woman-owned agency with deep community roots

·  Collaborative, supportive team environment

·  Modern, growing agency investing in technology and its people

·  Meaningful opportunity for long-term career growth


Compensation & Benefits

·  Competitive base salary plus commission with expected first-year total compensation: $55,000–$95,000, depending on experience, licensing, and production.

·  Health and dental benefits

·  Paid Time Off (PTO)

·  401(k)

·  Ongoing training and professional development

·  Long-term career growth opportunities

Salary : $55,000 - $95,000

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