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Insurance Advisor Jobs in Massachusetts (NOW HIRING)

STEPHEN BENJAMIN INSURANCE AGENCY

Be Seen First

Personal Insurance Advisor

Sutton, MA · On-site

$55K - $95K/yr

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 ...

STEPHEN BENJAMIN INSURANCE AGENCY

Be Seen First

Personal Insurance Advisor

Sutton, MA · On-site

$55K - $95K/yr

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 ...

Trucordia

Commercial Insurance Advisor

Barnstable, MA · On-site

At Trucordia, our company is built on wildly successful businesses in our communities across the country, and now we've come together to create the next great insurance brokerage. We offer an ...

Trucordia

Commercial Insurance Advisor

Boston, MA · On-site

At Trucordia, our company is built on wildly successful businesses in our communities across the country, and now we've come together to create the next great insurance brokerage. We offer an ...

Trucordia

Commercial Insurance Advisor

Barnstable, MA · On-site

At Trucordia, our company is built on wildly successful businesses in our communities across the country, and now we've come together to create the next great insurance brokerage. We offer an ...

Trucordia

Commercial Insurance Advisor

Boston, MA · On-site

At Trucordia, our company is built on wildly successful businesses in our communities across the country, and now we've come together to create the next great insurance brokerage. We offer an ...

Trucordia

Commercial Insurance Advisor

Boston, MA

At Trucordia, our company is built on wildly successful businesses in our communities across the country, and now we've come together to create the next great insurance brokerage. We offer an ...

Trucordia

Commercial Insurance Advisor

Boston, MA

At Trucordia, our company is built on wildly successful businesses in our communities across the country, and now we've come together to create the next great insurance brokerage. We offer an ...

Trucordia

Commercial Insurance Advisor

Boston, MA · On-site

At Trucordia, our company is built on wildly successful businesses in our communities across the country, and now we've come together to create the next great insurance brokerage. We offer an ...

Trucordia

Commercial Insurance Advisor

Boston, MA · On-site

At Trucordia, our company is built on wildly successful businesses in our communities across the country, and now we've come together to create the next great insurance brokerage. We offer an ...

Trucordia

Commercial Insurance Advisor

Boston, MA · On-site

At Trucordia, our company is built on wildly successful businesses in our communities across the country, and now we've come together to create the next great insurance brokerage. We offer an ...

GEICO

Licensed Insurance Advisor

Brockton, MA · On-site

At GEICO, we offer a rewarding career where your ambitions are met with endless possibilities. Every day we honor our iconic brand by offering quality coverage to millions of customers and being ...

GEICO

Licensed Insurance Advisor

Brockton, MA

At GEICO, we offer a rewarding career where your ambitions are met with endless possibilities. Every day we honor our iconic brand by offering quality coverage to millions of customers and being ...

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All JobsInsurance Advisor JobsInsurance Advisor Jobs in Massachusetts

Insurance Advisor information

See Massachusetts salary details

$28.9K

$71.7K

$110.3K

How much do insurance advisor jobs pay per year?

As of Aug 29, 2026, the average yearly pay for insurance advisor in Massachusetts is $71,654.00, according to ZipRecruiter salary data. Most workers in this role earn between $52,400.00 and $87,400.00 per year, depending on experience, location, and employer.

What does an insurance advisor do?

Insurance advisors provide a range of insurance-related advice to individual customers. Your duties in this career involve financial management, client sales, and business advice for customers. You provide a detailed analysis of the current options available to your clients and suggest possible options for them to pursue. You also provide businesses with information related to compliance and insurance administration projects. You often work closely with underwriters and other people who assess risk to determine the best products for your customers.

What are the key skills and qualifications needed to thrive as an insurance advisor, and why are they important?

To thrive as an Insurance Advisor, you need a solid understanding of insurance products, financial planning, and relevant regulations, often backed by certifications such as a state insurance license. Familiarity with customer relationship management (CRM) software and policy management systems is typically required. Strong interpersonal skills, active listening, and persuasive communication help build trust and effectively address client needs. These skills ensure advisors can provide tailored solutions, maintain compliance, and foster lasting client relationships in a competitive market.

What are some common challenges insurance advisors face when building a client base, and how can they overcome them?

Insurance Advisors often encounter challenges such as building trust with new clients, differentiating their services in a competitive market, and managing client objections or misconceptions about insurance products. To overcome these hurdles, Advisors can focus on developing strong interpersonal communication skills, staying updated on industry trends, and leveraging client referrals and networking events. Many successful advisors also invest time in ongoing education and utilize digital tools to maintain meaningful client relationships and streamline their workflow.
More about Insurance Advisor jobs

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For Insurance Advisor jobs in Massachusetts, the most frequently searched job titles are:

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The top searched job categories for Insurance Advisor jobs in Massachusetts are:

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Insurance Advisor jobs near you
Infographic showing various Insurance Advisor job openings in Massachusetts as of August 2026, with employment types broken down into 1% As Needed, 78% Full Time, 17% Part Time, and 4% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution, with an average salary of $71,654 per year, or $34.4 per hour.

Personal Insurance Advisor

STEPHEN BENJAMIN INSURANCE AGENCY

Sutton, MA • On-site

$55K - $95K/yr

Full-time

Medical, Dental, Retirement, PTO

Re-posted yesterday

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Job description

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