Insurance Agent Jobs in Massachusetts
Insurance agent jobs in Massachusetts are active across the state's robust financial services, healthcare, and commercial sectors, with openings at every level from entry-level personal lines representatives through senior commercial brokers and account executives. The heaviest hiring concentrates in Boston, Worcester, and Springfield, where established carriers like Liberty Mutual, Hanover Insurance Group, and Travelers maintain significant operations. The most in-demand specialties include commercial lines, employee benefits, and life and health insurance. Find a role that fits below and apply directly.
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Showing 5 of 20+ Insurance Agent jobs
Comparion Insurance Agency is hiring self-motivated, relationship-driven professionals for a rewarding outside sales career. This role offers autonomy and flexibility to build your career, grow your earnings, and make a meaningful impact by helping protect individuals and families with auto, home, life, and specialty insurance.
Backed by a Fortune 100 company, you’ll receive hands-on training, resources, and team support to help you succeed — no prior insurance experience required.
Description
What you’ll do:
- Sell auto, home, life, and related insurance products using a consultative, needs-based approach.
- Build and maintain a book of business through referrals, networking, and community engagement as part of your outside sales efforts.
- Identify prospective customers using established lead methodologies and relationship-driven outreach.
- Accurately document customer interactions and handle sensitive information with integrity and confidentiality.
- Use insurance sales technology, relationship management tools, and multi-carrier platforms to deliver tailored insurance solutions.
- Participate in training, coaching, and performance incentives to continuously improve sales results.
What We Offer:
- Unlimited commission and renewal income – potential for earnings growth over time.
- Full-time employment with benefits from day one, including health insurance, generous 401(k) match, and paid time off.
- Paid training, licensing support, and ongoing development.
- Autonomy to embrace your entrepreneurial spirit and structure your time your way.
- Supportive team culture with mentorship and long-term career paths.
Who We’re Looking For:
Day One Skills & Traits
- Self-motivated and accountable – you take ownership of your work and results.
- Reliable and responsive – you follow through and do what you say you’ll do.
- Professional and trustworthy – you handle customer information with care and integrity.
- Relationship-focused – you enjoy helping others and building long-term trust.
- Outgoing – you’re comfortable talking with people and explaining options clearly.
- Tech savvy – you’re able to learn and use technology and digital tools with ease.
- Calm under pressure – you stay composed in a fast-paced, customer-focused environment.
Preferred Qualifications
- Experience in customer-facing roles like retail, hospitality, service, operations, logistics, banking, account management, or sales.
- Basic understanding of sales conversations, including handling common customer questions or objections.
- Experience managing multiple accounts, clients, or priorities simultaneously.
- Exposure to consultative selling, negotiation, or regulated industries.
You will be required to obtain relevant licenses upon being hired.
Build a career for yourself, not by yourself. Launch a rewarding insurance sales career today.
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.
In 2022, Comparion Insurance Agency was created to transition former Liberty Mutual exclusive agents to an agency that delivers a unique value proposition to carriers with over 2,000 agents in approximately 180 cities in 44 states. We offer customers 50 insurance companies with product breadth including auto, home, life, pet, renters, umbrella, jewelry and much more. We use our scale to deliver a first-rate customer experience through consultative insurance experts located in their communities.
Our Leadership team has over 200 years of cumulative insurance experience. At Comparion, we have a philosophy of staying close to our customers and agents, so sales leadership is located throughout the country in our larger storefronts. Comparion is owned and backed by Liberty Mutual Group, a Fortune 100 company, founded in 1912
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.
Fair Chance Notices
- California
- Los Angeles Incorporated
- Los Angeles Unincorporated
- Philadelphia
- San Francisco
Comparion Insurance Agency is hiring self-motivated, relationship-driven professionals for a rewarding outside sales career. This role offers autonomy and flexibility to build your career, grow your earnings, and make a meaningful impact by helping protect individuals and families with auto, home, life, and specialty insurance.
Backed by a Fortune 100 company, you’ll receive hands-on training, resources, and team support to help you succeed — no prior insurance experience required.
Description
What you’ll do:
- Sell auto, home, life, and related insurance products using a consultative, needs-based approach.
- Build and maintain a book of business through referrals, networking, and community engagement as part of your outside sales efforts.
- Identify prospective customers using established lead methodologies and relationship-driven outreach.
- Accurately document customer interactions and handle sensitive information with integrity and confidentiality.
- Use insurance sales technology, relationship management tools, and multi-carrier platforms to deliver tailored insurance solutions.
- Participate in training, coaching, and performance incentives to continuously improve sales results.
What We Offer:
- Unlimited commission and renewal income – potential for earnings growth over time.
- Full-time employment with benefits from day one, including health insurance, generous 401(k) match, and paid time off.
- Paid training, licensing support, and ongoing development.
- Autonomy to embrace your entrepreneurial spirit and structure your time your way.
- Supportive team culture with mentorship and long-term career paths.
Who We’re Looking For:
Day One Skills & Traits
- Self-motivated and accountable – you take ownership of your work and results.
- Reliable and responsive – you follow through and do what you say you’ll do.
- Professional and trustworthy – you handle customer information with care and integrity.
- Relationship-focused – you enjoy helping others and building long-term trust.
- Outgoing – you’re comfortable talking with people and explaining options clearly.
- Tech savvy – you’re able to learn and use technology and digital tools with ease.
- Calm under pressure – you stay composed in a fast-paced, customer-focused environment.
Preferred Qualifications
- Experience in customer-facing roles like retail, hospitality, service, operations, logistics, banking, account management, or sales.
- Basic understanding of sales conversations, including handling common customer questions or objections.
- Experience managing multiple accounts, clients, or priorities simultaneously.
- Exposure to consultative selling, negotiation, or regulated industries.
You will be required to obtain relevant licenses upon being hired.
Build a career for yourself, not by yourself. Launch a rewarding insurance sales career today.
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.
In 2022, Comparion Insurance Agency was created to transition former Liberty Mutual exclusive agents to an agency that delivers a unique value proposition to carriers with over 2,000 agents in approximately 180 cities in 44 states. We offer customers 50 insurance companies with product breadth including auto, home, life, pet, renters, umbrella, jewelry and much more. We use our scale to deliver a first-rate customer experience through consultative insurance experts located in their communities.
Our Leadership team has over 200 years of cumulative insurance experience. At Comparion, we have a philosophy of staying close to our customers and agents, so sales leadership is located throughout the country in our larger storefronts. Comparion is owned and backed by Liberty Mutual Group, a Fortune 100 company, founded in 1912
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.
Fair Chance Notices
- California
- Los Angeles Incorporated
- Los Angeles Unincorporated
- Philadelphia
- San Francisco
See All 20 Insurance Agent Jobs in Massachusetts
Find roles in Massachusetts that match your experience and apply in just a few clicks.
Find Insurance Agent JobsInsurance Agent Jobs by City in Massachusetts
Where Massachusetts roles are concentrated, by current openings.
Insurance Agent Job Market in Massachusetts
A snapshot from current Massachusetts openings, updated as new roles post.
Who's Hiring
Top Industries Hiring
- Insurance
What Massachusetts Employers Look For
The qualifications that appear most often in insurance agent jobs across Massachusetts.
- Active Massachusetts Property and Casualty or Life and Health producer license required
- Experience with personal or commercial lines insurance products and coverage analysis
- Proficiency in agency management systems such as Applied Epic or Vertafore
- Strong consultative sales skills with a demonstrated ability to grow and retain a book of business
- Bachelor's degree in business, finance, or a related field preferred by most employers
- Familiarity with Massachusetts-specific regulatory requirements and DOI compliance standards
Insurance Agent Jobs in Massachusetts: Frequently Asked Questions
How do you become an insurance agent in Massachusetts?
To become a licensed insurance agent in Massachusetts, you must pass a state licensing exam administered through the Massachusetts Division of Insurance and submit an application to that agency. Most candidates complete a pre-licensing education course approved by the Division before sitting for the exam. You will need to choose a line of authority such as Property and Casualty or Life and Health, and licenses must be renewed every two years with continuing education.
Which companies hire insurance agents in Massachusetts?
Employers hiring insurance agents in Massachusetts right now include AAA Northeast, Comparion Insurance Agency, and Insurify, based on current listings on Migrate Mate as of September 2026. Massachusetts is also home to major insurance headquarters and regional offices, meaning candidates often find roles with both national carriers and locally rooted independent agencies.
Which Massachusetts cities have the most insurance agent jobs?
Worcester, Pittsfield, and Springfield have the most insurance agent openings in Massachusetts. Boston dominates due to its concentration of financial services firms and corporate headquarters, while Worcester and Springfield generate steady demand from regional carriers, independent agencies, and the large employer and healthcare sectors that need dedicated benefits and commercial coverage specialists.
Are there remote insurance agent jobs in Massachusetts?
Yes, and they are more common than in many fields. About 60% of insurance agent openings tied to Massachusetts are remote or hybrid as of September 2026, reflecting how much of the work centers on phone and digital client interaction. Personal lines service roles and inside sales positions are the most frequently offered on a fully remote basis.
How can I get hired as an insurance agent in Massachusetts with little or no experience?
The most realistic entry path is to obtain your Massachusetts producer license first, which signals commitment and clears the main hiring barrier before your first interview. Large Massachusetts carriers like Liberty Mutual and Hanover Insurance Group offer structured sales associate and producer development programs for candidates new to the industry. Independent agencies across Greater Boston and the Springfield market routinely hire licensed candidates into customer service representative roles as a bridge to a full producer position, and holding a license in both Property and Casualty and Life and Health lines gives you the broadest access to those openings.
Where can I find and apply to insurance agent jobs in Massachusetts?
You can find and apply to insurance agent jobs in Massachusetts on Migrate Mate, which lists current openings from employers hiring in the state right now. Search the listings, find roles that fit your experience and license type, and apply directly to the ones that match.
See All 20 Insurance Agent Jobs in Massachusetts
Find roles in Massachusetts that match your experience and apply in just a few clicks.
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