Insurance Sales Representative Jobs in Massachusetts

Insurance Sales Representative jobs in Massachusetts are concentrated in the personal lines, commercial property, and life and health insurance sectors, with demand at every level from entry-level agents to senior account managers. Boston, Worcester, and Springfield anchor the largest share of openings, and established carriers like Liberty Mutual, Hanover Insurance Group, and MetLife maintain significant Massachusetts operations that generate consistent hiring. The most in-demand specialties are commercial lines, employee benefits, and independent agency sales. See the openings below and apply to the ones that match your experience.

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Overview

Open roles5
Top employerHUB International
Top cityRockland, MA
Cities hiring5
Work type50% Remote
Top credentialHigh school diploma or GED

Showing 5 of 5+ Insurance Sales Representative jobs

HUB International
Hybrid Insurance Tracking Representative
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HUB International
Added 2d ago
Hybrid Insurance Tracking Representative
HUB International
Rockland, Massachusetts
Account Management
Customer Service
Customer Success
Remote (US)
High school diploma or GED
10,000+

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A
Insurance Sales Representative (Personal Lines or P&C)
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A
Added 3d ago
Insurance Sales Representative (Personal Lines or P&C)
Acton Toyota of Littleton
Lancaster, Massachusetts
Customer Service
Customer Service & Support
Customer Support
$70k - $170k/yr
On-Site

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Mainstream Insurance Agency, Inc.
Insurance Customer Service Representative (Spanish Speaking)
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Mainstream Insurance Agency, Inc.
Added 1w ago
Insurance Customer Service Representative (Spanish Speaking)
Mainstream Insurance Agency, Inc.
Worcester, Massachusetts
Customer Service
Customer Support
Hospitality & Guest Services
$22 - $25/hr
On-Site
High school diploma or GED

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Alexander & Schmidt
Insurance Loss Control Field Representative
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Alexander & Schmidt
Added 2w ago
Insurance Loss Control Field Representative
Alexander & Schmidt
Burlington, Massachusetts
Account Management
Customer Service
Sales
Associate in Risk Management
11-50

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Anastasi Insurance Agency Inc
Insurance Sales Representative
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Anastasi Insurance Agency Inc
Added 3w ago
Insurance Sales Representative
Anastasi Insurance Agency Inc
Charlton City, Massachusetts
Customer Service
Customer Support
Hospitality & Guest Services
$37k - $65k/yr
Remote (US)
High school diploma or GED

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See All 5 Insurance Sales Representative Jobs in Massachusetts

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Insurance Sales Representative Jobs by City in Massachusetts

Where Massachusetts roles are concentrated, by current openings.

Rockland
1 job
Lancaster
1 job
Worcester
1 job
Burlington
1 job
Charlton City
1 job

Insurance Sales Representative Job Market in Massachusetts

A snapshot from current Massachusetts openings, updated as new roles post.

Who's Hiring

HUB International
HUB International1 open role
Alexander & Schmidt
Alexander & Schmidt1 open role
A
Acton Toyota of Littleton1 open role

What Massachusetts Employers Look For

The qualifications that appear most often in insurance sales representative jobs across Massachusetts.

  • Active Massachusetts Property and Casualty or Life and Health insurance producer license required
  • Proven ability to prospect, quote, and close new personal or commercial insurance accounts
  • Experience using agency management systems such as Applied Epic or Vertafore
  • Strong knowledge of Massachusetts insurance regulations and carrier underwriting guidelines
  • Demonstrated ability to meet or exceed individual sales production goals consistently
  • Bachelor's degree in business, finance, or a related field preferred by most employers

Insurance Sales Representative Jobs in Massachusetts: Frequently Asked Questions

How do you become a insurance sales representative in Massachusetts?

You must obtain a Massachusetts insurance producer license through the Division of Insurance before selling any insurance product. The path begins with completing a state-approved pre-licensing education course in your chosen line of authority, such as Property and Casualty or Life and Health, then passing the corresponding Massachusetts licensing exam administered by Pearson VUE. Most employers expect you to hold an active license before your start date, though some larger carriers will sponsor exam preparation during onboarding.

Which companies hire insurance sales representatives in Massachusetts?

Massachusetts insurance sales representative roles are posted by HUB International, Alexander & Schmidt, and Acton Toyota of Littleton and others right now, based on current listings on Migrate Mate as of September 2026. Massachusetts is home to several major insurance company headquarters and regional offices, which means a wide range of employer sizes, from large national carriers to independent agencies, post openings across the state.

Which Massachusetts cities have the most insurance sales representative jobs?

Rockland, Lancaster, and Worcester have the most insurance sales representative openings in Massachusetts. Boston drives the largest share through its dense concentration of financial services firms, corporate headquarters, and employee benefits brokerages, while Worcester and Springfield support strong independent agency and personal lines markets serving their surrounding communities.

Are there remote insurance sales representative jobs in Massachusetts?

Yes, but they are less common than in purely desk-based fields because much of the role involves in-person client relationship building, particularly in commercial lines and benefits sales. About 50% of insurance sales representative openings tied to Massachusetts are remote or hybrid as of September 2026, with fully remote roles most often found in inside sales, inbound lead conversion, and group benefits account management positions.

How can I get hired as a insurance sales representative in Massachusetts with little or no experience?

The most realistic entry path is obtaining your Massachusetts insurance producer license first, which signals commitment and removes a key hiring barrier before you apply. Large Massachusetts carriers such as Liberty Mutual and Hanover Insurance Group run structured new agent development programs that onboard candidates without a sales book. Independent agencies across Greater Boston and the Pioneer Valley regularly hire licensed candidates into associate producer or customer service representative roles, which typically convert to full sales positions within one to two years. A Property and Casualty license combined with any customer-facing retail or financial services background gives candidates a clear edge.

Where can I find and apply to insurance sales representative jobs in Massachusetts?

You can find and apply to insurance sales representative jobs in Massachusetts on Migrate Mate, which lists current Massachusetts openings updated regularly. Search for roles that fit your license type, experience level, and preferred territory, then apply directly to the ones that match what you are looking for.

See All 5 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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