Insurance Sales Representative Jobs in Massachusetts
Insurance Sales Representative jobs in Massachusetts are open across Worcester and Boston and other Massachusetts metros, with employers like Liberty Mutual Insurance and Allstate Insurance hiring at every experience level. Find a role that fits below and apply directly.
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Showing 5 of 6+ Insurance Sales Representative jobs
Description
Apply Today – Training Classes Begin June and July 2026!
Are you ready to launch a rewarding career in insurance sales? We’re seeking motivated, people-focused individuals to join our Inside Sales Representative team. Secure your spot early for our upcoming 2026 training cohorts and take the first step toward a meaningful, growth-oriented role.
Key Date:
- Unlicensed Class: June 29, 2026
- Licensed Class: July 13, 2026
Start your journey with us and build a career where your talent and passion for helping others truly make an impact.
As an Inside Sales Representative at Liberty Mutual, you’ll have the tools, training, and support you need to succeed from day one.
Plus, you’ll enjoy:
- Generous earning potential
- Paid licensing and training opportunities
- Comprehensive benefits
- Flexible work arrangements
- Strong work-life balance
- And more!
Why Liberty Mutual?
Pay Details:
- Starting base salary is $45K with opportunity for growth + generous commission.
- Average first year earnings range from $55K-$75K through a combination of base salary and generous commission.
- Top Performing Agents in their second year and onward can earn up to $85k+.
Our Sales Representative, Inbound Remote position is available to candidates based in the states of Massachusetts, Maine, New Hampshire, and Connecticut. Applicants must reside in one of these specified locations to be considered for this role.
Positivity. Flexibility. Determination and a persuasive personality. Qualities like these cannot be taught. But they can be sharpened, strengthened, and appropriately compensated when you join Liberty Mutual Insurance as a part of our Contact Center Sales Organization. Bring your unique sales talent to our Fortune 100 company and receive paid training, licensing in all 50 states, and a dynamic role that directs only warm leads your way (no cold calls) – because we believe in supporting your success, not holding it back. Join our sales team and realize the rewards of a career with unlimited earning potential, generous commissions, and a portfolio of benefits that start on day one.
Job Details
As an Inbound Sales Representative, you will be handling inbound calls and warm leads, consulting with potential and existing policyholders on their insurance needs and matching the correct coverages, products, and benefits to convert sales leads into policyholders.
You’d be a great fit if you are:
A Passionate Seller: When a lead comes in, you skillfully pick up the phone and use your sales expertise to turn prospects into happy, confident Liberty Mutual policyholders.
A Front Lines Liaison: You rise to the role of representing the Liberty brand, you believe in what you’re selling, and you enjoy connecting customers to the right products for their individual needs.
A Reliable Teammate: Whether you work at the office or from home, you adapt well to different environments, schedules, and the varying needs of our policyholders.
A Customer-Centric Closer: While sales is in your title, integrity is in your nature. That means you sincerely care that our customers get exactly the quality products and services they need to embrace today and confidently pursue tomorrow.
Position Details:
From day one you will begin paid training in a remote work environment. All Inbound Sales Representatives need to hold a Property & Casualty Insurance license. If you do not have one, no worries, paid training also includes licensing!
- Training extends over a period of 16 weeks for licensed hires and 18 weeks for unlicensed hires.
- Comprehensive medical benefits from Day 1.
- No cold calls, all incoming warm leads.
- Opportunities for rewards and recognition.
- Must be available to work a schedule of 4 weekdays and 1 weekend day with a mid-morning start time. Example 11am-8pm (CST). This schedule can be expected for a minimum of 12 months before consideration for another shift.
- All computer equipment is provided. You must be able to maintain department work at home (W@H) requirements which include a professional workspace/room with a dedicated desk and wired (cable, fiber of DSL service) high-speed internet connection with a minimum 100 MBps download speed and 20 MBps upload speed. Liberty Mutual does not support satellite and mobile internet service.
Qualifications
- 2-3 years sales experience preferred.
- 2 years of sales/service-related work experience required.
- Strong, engaging interpersonal and persuasion skills needed to close sales.
- Ability to communicate well to both prospects and customers.
- Excellent analytical, decision-making, and organizational skills.
- Strong typing capabilities and PC proficiency.
- Property and Casualty License required after hire.
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.
Fair Chance Notices
- California
- Los Angeles Incorporated
- Los Angeles Unincorporated
- Philadelphia
- San Francisco
Description
Apply Today – Training Classes Begin June and July 2026!
Are you ready to launch a rewarding career in insurance sales? We’re seeking motivated, people-focused individuals to join our Inside Sales Representative team. Secure your spot early for our upcoming 2026 training cohorts and take the first step toward a meaningful, growth-oriented role.
Key Date:
- Unlicensed Class: June 29, 2026
- Licensed Class: July 13, 2026
Start your journey with us and build a career where your talent and passion for helping others truly make an impact.
As an Inside Sales Representative at Liberty Mutual, you’ll have the tools, training, and support you need to succeed from day one.
Plus, you’ll enjoy:
- Generous earning potential
- Paid licensing and training opportunities
- Comprehensive benefits
- Flexible work arrangements
- Strong work-life balance
- And more!
Why Liberty Mutual?
Pay Details:
- Starting base salary is $45K with opportunity for growth + generous commission.
- Average first year earnings range from $55K-$75K through a combination of base salary and generous commission.
- Top Performing Agents in their second year and onward can earn up to $85k+.
Our Sales Representative, Inbound Remote position is available to candidates based in the states of Massachusetts, Maine, New Hampshire, and Connecticut. Applicants must reside in one of these specified locations to be considered for this role.
Positivity. Flexibility. Determination and a persuasive personality. Qualities like these cannot be taught. But they can be sharpened, strengthened, and appropriately compensated when you join Liberty Mutual Insurance as a part of our Contact Center Sales Organization. Bring your unique sales talent to our Fortune 100 company and receive paid training, licensing in all 50 states, and a dynamic role that directs only warm leads your way (no cold calls) – because we believe in supporting your success, not holding it back. Join our sales team and realize the rewards of a career with unlimited earning potential, generous commissions, and a portfolio of benefits that start on day one.
Job Details
As an Inbound Sales Representative, you will be handling inbound calls and warm leads, consulting with potential and existing policyholders on their insurance needs and matching the correct coverages, products, and benefits to convert sales leads into policyholders.
You’d be a great fit if you are:
A Passionate Seller: When a lead comes in, you skillfully pick up the phone and use your sales expertise to turn prospects into happy, confident Liberty Mutual policyholders.
A Front Lines Liaison: You rise to the role of representing the Liberty brand, you believe in what you’re selling, and you enjoy connecting customers to the right products for their individual needs.
A Reliable Teammate: Whether you work at the office or from home, you adapt well to different environments, schedules, and the varying needs of our policyholders.
A Customer-Centric Closer: While sales is in your title, integrity is in your nature. That means you sincerely care that our customers get exactly the quality products and services they need to embrace today and confidently pursue tomorrow.
Position Details:
From day one you will begin paid training in a remote work environment. All Inbound Sales Representatives need to hold a Property & Casualty Insurance license. If you do not have one, no worries, paid training also includes licensing!
- Training extends over a period of 16 weeks for licensed hires and 18 weeks for unlicensed hires.
- Comprehensive medical benefits from Day 1.
- No cold calls, all incoming warm leads.
- Opportunities for rewards and recognition.
- Must be available to work a schedule of 4 weekdays and 1 weekend day with a mid-morning start time. Example 11am-8pm (CST). This schedule can be expected for a minimum of 12 months before consideration for another shift.
- All computer equipment is provided. You must be able to maintain department work at home (W@H) requirements which include a professional workspace/room with a dedicated desk and wired (cable, fiber of DSL service) high-speed internet connection with a minimum 100 MBps download speed and 20 MBps upload speed. Liberty Mutual does not support satellite and mobile internet service.
Qualifications
- 2-3 years sales experience preferred.
- 2 years of sales/service-related work experience required.
- Strong, engaging interpersonal and persuasion skills needed to close sales.
- Ability to communicate well to both prospects and customers.
- Excellent analytical, decision-making, and organizational skills.
- Strong typing capabilities and PC proficiency.
- Property and Casualty License required after hire.
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.
Fair Chance Notices
- California
- Los Angeles Incorporated
- Los Angeles Unincorporated
- Philadelphia
- San Francisco
See All 6 Insurance Sales Representative Jobs in Massachusetts
Find roles in Massachusetts that match your experience and apply in just a few clicks.
Find JobsInsurance Sales Representative Jobs by City in Massachusetts
Where Massachusetts roles are concentrated, by current openings.
Insurance Sales Representative Job Market in Massachusetts
A snapshot from current Massachusetts openings, updated as new roles post.
Who's Hiring
- Liberty Mutual Insurance5
- Allstate Insurance1
Top Industries Hiring
- Insurance3
What Massachusetts Employers Look For
The qualifications that appear most often in insurance sales representative jobs across Massachusetts.
- Active state property and casualty or life and health insurance license
- Proven experience meeting or exceeding individual sales quotas in a quota-carrying role
- Proficiency with agency management or CRM software such as Applied Epic or Salesforce
- Strong consultative selling and needs-analysis skills for personal or commercial clients
- High school diploma required, bachelor's degree in business or finance often preferred
- Familiarity with underwriting guidelines, carrier portals, and policy endorsement processes
Insurance Sales Representative Jobs in Massachusetts: Frequently Asked Questions
How many insurance sales representative jobs are there in Massachusetts?
There are 6+ insurance sales representative openings in Massachusetts on Migrate Mate as of June 2026, with the most roles in Worcester, Boston, and Massachusetts. New positions post regularly as employers across Massachusetts hire.
How much do insurance sales representatives make in Massachusetts?
Insurance sales representatives in Massachusetts earn a median of about $79,300 a year, based on May 2025 Bureau of Labor Statistics wage data, ranging from around $57,620 for the lowest 10% to over $163,380 for the top 10%. Pay rises with experience, specialty, and employer.
Which Massachusetts cities have the most insurance sales representative jobs?
Worcester, Boston, and Massachusetts have the most insurance sales representative openings in Massachusetts right now, with additional roles spread across smaller metros statewide.
Which companies hire insurance sales representatives in Massachusetts?
Employers hiring insurance sales representatives in Massachusetts include Liberty Mutual Insurance and Allstate Insurance, based on current listings on Migrate Mate as of June 2026.
Are there remote insurance sales representative jobs in Massachusetts?
Yes. About 100% of insurance sales representative openings tied to Massachusetts are remote or hybrid as of June 2026. The rest are on-site roles based in Massachusetts metros.
How do I apply for insurance sales representative jobs in Massachusetts?
You can apply to insurance sales representative jobs in Massachusetts directly on Migrate Mate. Search the listings above, find roles that match your experience and preferred Massachusetts location, then apply to each one that fits.
See All 6 Insurance Sales Representative Jobs in Massachusetts
Find roles in Massachusetts that match your experience and apply in just a few clicks.
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