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Insurance Sales Rep Jobs in Massachusetts (NOW HIRING)

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Inbound Life Insurance Sales Representative **Location:** Nashua, NH **About Us:** We are a leading provider of life insurance solutions dedicated to helping individuals protect what matters most to ...

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Inbound Life Insurance Sales Agent

Lowell, MA ยท On-site

$80K - $250K/yr

Inbound Life Insurance Sales Representative **Location:** Nashua, NH ( Must be able to commute to Nashua, NH ) **About Us:** We are a leading provider of life insurance solutions dedicated to helping ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

Showing results 21-40

Insurance Sales Rep information

See Massachusetts salary details

$27.3K

$85.8K

$154K

How much do insurance sales rep jobs pay per year?

As of Aug 7, 2026, the average yearly pay for insurance sales rep in Massachusetts is $85,750.00, according to ZipRecruiter salary data. Most workers in this role earn between $49,100.00 and $121,800.00 per year, depending on experience, location, and employer.

What are some common challenges faced by insurance sales reps, and how can they be overcome?

Insurance Sales Reps often encounter challenges such as meeting sales targets, overcoming client objections, and building a reliable client base. Success in this role typically requires perseverance, excellent communication skills, and the ability to educate clients about complex insurance products. Regular follow-up, leveraging CRM tools, and seeking mentorship from experienced colleagues can help new reps build confidence and improve their sales techniques. Additionally, staying updated on industry trends and continuously improving product knowledge can make it easier to address customer concerns effectively.

What are the key skills and qualifications needed to thrive as an insurance sales rep?

To thrive as an Insurance Sales Representative, you need a solid understanding of insurance products, sales techniques, and typically a state-issued insurance license. Familiarity with customer relationship management (CRM) software and quoting platforms is important for managing leads and processing applications. Strong interpersonal skills, active listening, and persuasive communication help build trust and close sales with clients. These skills ensure you can effectively match clients with appropriate coverage, meet sales targets, and build lasting client relationships in a competitive market.

Is it hard to make money in insurance sales?

Insurance sales representatives can earn varying income levels based on commissions, sales skills, and client base. Success often depends on building relationships, product knowledge, and persistence, with income potential increasing as experience and sales improve.

What type of insurance sales rep pays the most?

In insurance sales, those specializing in high-net-worth clients or commercial insurance often earn the highest commissions and salaries. Sales reps with advanced certifications, strong negotiation skills, and experience in niche markets tend to have higher earning potential.

What does an insurance sales rep do?

An Insurance Sales Representative sells insurance policies to individuals or businesses, helping clients choose coverage that best fits their needs. They explain various insurance products, answer questions about coverage, and assist with policy applications. Insurance Sales Reps also help clients make changes to their policies, process renewals, and file claims. Their goal is to ensure customers are adequately protected while meeting sales targets set by their employer.

Why do most insurance sales representatives quit?

Many insurance sales representatives quit due to high rejection rates, inconsistent income, and the pressure to meet sales targets. The job often requires strong communication skills, self-motivation, and resilience, which can be challenging over time. Additionally, the commission-based pay structure can lead to financial instability, prompting some to leave the profession.
What cities in Massachusetts are hiring for Insurance Sales Rep jobs? Cities in Massachusetts with the most Insurance Sales Rep job openings:
Infographic showing various Insurance Sales Rep job openings in Massachusetts as of August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 21% Part Time, and 5% Contract. Highlights an 92% Physical, 1% Hybrid, and 7% Remote job distribution, with an average salary of $85,750 per year, or $41.2 per hour.

Insurance Sales Associate

Comparion Insurance Agency

South Easton, MA โ€ข On-site

$54K/yr

Full-time

Re-posted 13 days ago


Job description

Description
We are looking for an Insurance Sales Associate to join our team in our South Easton, MA office. This position has in-office requirements.
We're Hiring Immediately!
As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to listen and empathize are key in being the initial contact for our customers. Success in this role will require building a strong local network and in-person relationship in the community.
Working for Comparion Insurance Agency, a Liberty Mutual company, means working for a company that's committed to advancing an inclusive environment. We do that through leadership development programs aimed at advancing, engaging, and retaining under-represented talent and our Employee Resource Groups, which strengthen our inclusive workplace, enhance personal development, and provide ways for employees to connect, learn and engage.
Ready to find out what it means to work for an agency that is backed by Liberty Mutual-a Fortune 100 company that's committed to putting people first, acting responsibly and making things better?
Responsibilities:
  • Utilize consultative sales techniques to prospect and initiate new business sales.
  • Assists in the processing of new business, including contacting customers to finalize sales and service transactions.
  • Identifies cross selling opportunities for Sales Agent.
  • Contributes to and executes a marketing plan with the Sales Agent.
  • Identifies mass marketing prospects through existing book of business and community prospecting opportunities.
  • Meet monthly goals for new business sales.
  • Completes follow-ups on new policies in order to keep retention level high and capitalize cross-selling opportunities.
  • Coordinates activities with other departments to ensure quality customer service
  • Acts as initial contact in addressing customer concerns regarding establishment of policies and new account status.
  • Unlicensed candidates will be enrolled in a new hire training class once they begin working for Comparion. The training includes a licensing training program in which Comparion covers the cost of training materials and exam fees.

External Qualifications
  • High School Degree
  • 1-2 years of relevant sales experience preferred
  • Exceptional written and verbal communication skills
  • Ability to handle common objections and educate customers in a consultative manner
  • Demonstrated self-starter, motivated to learn and grow in a professional sales organization
  • Professional business acumen, strong presence and confidence
  • Resourceful team player that can contribute and accept new ideas
  • A state insurance license-or willingness to earn one with training and support-in Property & Casualty, and Life

About Us
Pay Philosophy: The typical starting salary range for this role is determined by a number of factors including skills, experience, education, certifications and location. The full salary range for this role reflects the competitive labor market value for all employees in these positions across the national market and provides an opportunity to progress as employees grow and develop within the role. Some roles at Liberty Mutual have a corresponding compensation plan which may include commission and/or bonus earnings at rates that vary based on multiple factors set forth in the compensation plan for the role.
At Liberty Mutual, our goal is to create a workplace where everyone feels valued, supported, and can thrive. We build an environment that welcomes a wide range of perspectives and experiences, with inclusion embedded in every aspect of our culture and reflected in everyday interactions. This comes to life through comprehensive benefits, workplace flexibility, professional development opportunities, and a host of opportunities provided through our Employee Resource Groups. Each employee plays a role in creating our inclusive culture, which supports every individual to do their best work. Together, we cultivate a community where everyone can make a meaningful impact for our business, our customers, and the communities we serve.
We value your hard work, integrity and commitment to make things better, and we put people first by offering you benefits that support your life and well-being. To learn more about our benefit offerings please visit: https://www.libertymutualgroup.com/about-lm/careers/benefits
Liberty Mutual is an equal opportunity employer. We will not tolerate discrimination on the basis of race, color, national origin, sex, sexual orientation, gender identity, religion, age, disability, veteran's status, pregnancy, genetic information or on any basis prohibited by federal, state or local law.
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