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The 63 largest Insurance companies in Massachusetts

Tamtam tracks 63 Insurance companies headquartered in Massachusetts. This list ranks all of them by number of employees on LinkedIn, led by Liberty Mutual Insurance, Xceedance and Plymouth Rock Assurance. Their median headcount is 197. Half of them were founded in 1985 or later. The most common headquarters are Boston (15), Burlington (6) and Worcester (5).

馃嚭馃嚫 Massachusetts63 companiesUpdated Oct 24, 2026
#CompanyIndustryHeadquarters EmployeesFounded
1
Liberty Mutual Insurancelibertymutualgroup.com

Global leader in property and casualty insurance dedicated to fostering career growth, social responsibility, sustainability, diversity, and innovative solutions for customers worldwide

Insurance 馃嚭馃嚫 Boston 37,734 1912
2
Xceedancexceedance.com

Provider of strategic operations support, technology, and data services for insurance organizations globally, enhancing efficiencies and optimizing business processes with expertise in underwriting, analytics, and more

Insurance 馃嚭馃嚫 Boston 4,963 2013
3
Plymouth Rock Assuranceplymouthrock.com

Leading Northeast auto and home insurance provider offering unique customer services and career opportunities with a strong, committed team.

Insurance 馃嚭馃嚫 Boston 2,263 1983
4
Berkshire Hathaway Specialty Insurancebhspecialty.com

Providing tailored specialty insurance solutions and claims services with strong financial backing, focusing on customer flexibility and satisfaction.

Insurance 馃嚭馃嚫 Boston 1,933 n/a
5
Risk Strategies Companyus.bbrown.com

Providing custom insurance solutions, consulting, and wealth management with a strategic, holistic approach to protect clients' valuable assets.

Insurance 馃嚭馃嚫 Boston 1,921 1997
6
Comparion Insurance Agencycomparioninsurance.com

This company offers flexible insurance solutions from Liberty Mutual and other providers through knowledgeable agents who assist customers in finding the right coverage

Insurance 馃嚭馃嚫 Boston 1,883 2022
7
Homesite Insurancego.homesite.com

Offering home, renter, life, small business, condo, and flood insurance with a focus on direct online customer experience.

Insurance 馃嚭馃嚫 Boston 1,259 1997
8
Tufts Health Plantuftshealthplan.com

A health plan company dedicated to guiding and empowering individuals to lead healthier lives

Insurance 馃嚭馃嚫 Canton 1,259 1979
9
Fallon Healthfallonhealth.org

A nonprofit health care organization offering coordinated, integrated care for older adults and individuals with complex health needs through various health insurance products and programs

Insurance 馃嚭馃嚫 Worcester 1,113 1977
10
Arbella Insurance Grouparbella.com

Affordable car, home, and business insurance services in Massachusetts, Connecticut, New Hampshire, and Rhode Island with community focus.

Insurance 馃嚭馃嚫 Quincy 1,030 1988
11
Harvard Pilgrim Health Careharvardpilgrim.org

A not-for-profit health services company providing health benefit plans, programs, and services to over 3 million customers in New England

Insurance 馃嚭馃嚫 Canton 851 1969
12
MIBmibgroup.com

Trusted partner for insurance industry data, insights, and digital solutions improving underwriting, actuarial decision making, and industry efficiencies Visit wwwmibgroupcom

Insurance 馃嚭馃嚫 Braintree 846 1902
13
Lawleylawleyinsurance.com

A regional insurance firm specializing in property, casualty, and personal insurance, as well as employee benefits and risk management consulting with multiple office locations

Insurance 馃嚭馃嚫 Burlington 662 1955
14
HealthNow New York Inc.highmark.com

A leading health care company in upstate New York, providing access to quality health care, innovative solutions, and improving outcomes through partnerships

Insurance 馃嚭馃嚫 Burlington 637 n/a
15
Safety Insurancesafetyinsurance.com

A property and casualty insurance company prioritizing service and safety for customers through a wide range of insurance products

Insurance 馃嚭馃嚫 Boston 610 1979
16
Coveryscoverys.com

A company specializing in medical professional liability insurance, data analytics, and risk mitigation resources to help healthcare providers improve outcomes and focus on patients

Insurance 馃嚭馃嚫 Boston 603 1975
17
One80 Intermediariesone80.com

A leading insurance wholesaler and program manager offering placement services for various insurance markets with offices throughout the US and Canada

Insurance 馃嚭馃嚫 Boston 511 2019
18
Neighborhood Health Plannhp.org

NCQA-accredited health plan offering affordable coverage to commercial and MassHealth members, with a focus on health equity and personalized care management

Insurance 馃嚭馃嚫 Somerville 503 1986
19
Mass General Brigham Health Planmassgeneralbrighamhealthplan.org

A health plan company focused on members' needs, provider connectivity, and continuous improvement with a partnership with Mass General Brigham

Insurance 馃嚭馃嚫 Somerville 475 n/a
20
OneShieldoneshield.com

Provider of business solutions for P&C insurers and MGAs, offering cloud-based platforms for policy management, billing, claims, rating, and analytics

Insurance 馃嚭馃嚫 Marlborough 465 1999
21
Univera Healthcareuniverahealthcare.com

A nonprofit health plan in Buffalo, NY, serving 15 million upstate New Yorkers with financing and delivery of health services Connect on social media

Insurance 馃嚭馃嚫 Burlington 425 n/a
22
Health New Englandhealthnewengland.org

A Springfield-based non-profit health plan offering a variety of healthcare plans in commercial, Medicaid, and Medicare markets, resolving a trademark dispute

Insurance 馃嚭馃嚫 Springfield 393 1985
23
Boston Mutual Life Insurancebostonmutual.com

A national insurance carrier offering flexible insurance products for working Americans and their families since 1891 Dedicated to serving policyholders, employees, and communities

Insurance 馃嚭馃嚫 Canton 389 1891
24
MES Solutionsmessolutions.com

Provider of credentialed physicians for Independent Medical Examinations, Peer Reviews, and Record Reviews in various insurance and government markets

Insurance 馃嚭馃嚫 Woburn 386 1978
25
Electric Insurance Companyelectricinsurance.com

National insurance provider specializing in auto, home, and liability coverage for individuals and employers, backed by top financial strength and customer service excellence

Insurance 馃嚭馃嚫 Beverly 380 n/a
26
Health Plans, Inc.hpitpa.com

This company partners with health plan brokers and employers to provide innovative self-funding strategies and custom plans for cost transparency and control

Insurance 馃嚭馃嚫 Westborough 378 1981
27
Openlyopenly.com

The company offers comprehensive insurance through independent agents, ensuring simplicity and transparency without surprises

Insurance 馃嚭馃嚫 Boston 374 2017
28
Strategic Risk Solutionsstrategicrisks.com

Leading independent insurance management firm specializing in captive insurance, providing financial reporting, regulatory compliance, underwriting management, and value-added consulting services

Insurance 馃嚭馃嚫 Concord 372 n/a
29
The Andover Companiesandovercompanies.com

Mutual insurance company providing personal and commercial property coverage, committed to protecting policyholders and supporting local independent agents.

Insurance 馃嚭馃嚫 Andover 371 1828
30
IMACimaco.com

A privately owned company specializing in providing efficient and flexible mass marketed insurance and financial protection products through turnkey programs

Insurance 馃嚭馃嚫 Canton 353 1994
31
Globe Life American Income Division: Moore Organizationlinktr.ee

Provider of union-label insurance products and benefits worldwide, offering life and supplemental insurance plans to support hard-working families with protection and peace of mind

Insurance 馃嚭馃嚫 Marlborough 339 n/a
32
Wellfleetwellfleetinsurance.com

A provider of customer-centric accident and health insurance products, offering quality service and protection against risk throughout all stages of life

Insurance 馃嚭馃嚫 Springfield 197 1993
33
ISO Claims Partnersverisk.com

Providing claims compliance services, predictive analytics, and solutions to improve workers' compensation and liability claims management outcomes

Insurance 馃嚭馃嚫 North Reading 184 2006
34
Norfolk & Dedham Insurancendgroup.com

A group of mutual insurance companies offering protection for homes, autos, and businesses through a network of independent agents since 1825

Insurance 馃嚭馃嚫 Dedham 167 1825
35
Quincy Mutual Groupquincymutual.com

Established in 1851, we offer quality home, auto, and commercial insurance products through 500 Independent Agents in New England and New York

Insurance 馃嚭馃嚫 Quincy 163 1851
36
A.I.M. Mutual Insurance Companiesaimmutual.com

Provider of workers' compensation insurance and services, serving over 18,000 employers in New England with a focus on excellence, innovation, and service-oriented approach

Insurance 馃嚭馃嚫 Burlington 163 1989
37
Cobalt Benefits Groupcobaltbenefitsgroup.com

A full service Third Party Administrator specializing in custom self-funded employee benefit plans, offering a wide array of services nationwide

Insurance 馃嚭馃嚫 Boston 152 n/a
38
Enservioenservio.com

A company that blends digital technology with human expertise to provide risk-free solutions for contents claims and offers integrated vehicle lifecycle and fleet management services globally

Insurance 馃嚭馃嚫 Needham 150 2004
39
Bearingstar Insurancebearingstar.com

Local insurance agents from Bearingstar, a member of Arbella Insurance Group, provide personalized advice and products to protect individuals, families, and businesses in Massachusetts and Connecticut

Insurance 馃嚭馃嚫 Norwood 149 n/a
40
Globe Life American Income Division: Fisher Organizationfisherdev.com

A New England division specializing in in-home supplemental insurance for Labor and Credit Union members, working families, and various Associations Promoting personal growth and positive impact

Insurance 馃嚭馃嚫 Billerica 146 2009
41
Disability Management Services, Inc.disabilitymanagementservices.com

Specializing in disability product management, this third-party administrator and consulting firm offers efficient and customized solutions to leading insurers and reinsurers

Insurance 馃嚭馃嚫 Springfield 102 n/a
42
SJL Insurance Servicessjlins.co.uk

UK-based commercial insurance broker offering high-quality services to national and international clients, with expertise in specialist products for various market groups

Insurance 馃嚭馃嚫 Worcester 79 2001
43
Massachusetts Property Insurance Underwriting Associationmpiua.com

A residual market insurance association in Massachusetts providing fair access to insurance for high-risk properties through shared losses among member companies

Insurance 馃嚭馃嚫 Boston 75 n/a
44
Energi Insurance Services, Inc.emaxxgroup.com

Specialized insurance and risk management solutions provider serving targeted sectors in the US & Canada with traditional and captive insurance programs

Insurance 馃嚭馃嚫 Peabody 70 2006
45
Sullivan Insurance Groupsullivangroup.com

Insurance and risk management services provider for individuals and small to mid-sized businesses, offering tailored coverage options and expert counsel since 1957

Insurance 馃嚭馃嚫 Worcester 69 1957
46
Corcoran & Havlin Insurance Groupchinsurance.com

An experienced insurance group providing commercial, personal, and employee benefits coverage with a focus on customized solutions and outstanding customer service

Insurance 馃嚭馃嚫 Wellesley 58 1967
47
Provider Groupcrossagency.com

A boutique insurance brokerage offering risk management solutions for businesses and individuals with expertise in Employee Benefits, Private Client Services, and Property & Casualty Insurance

Insurance 馃嚭馃嚫 Needham 55 1945
48
IGP - International Group Programigpinfo.com

IGP is a global network of life insurance companies offering employee benefits solutions worldwide with a focus on quality service

Insurance 馃嚭馃嚫 Boston 52 1967
49
Hazelton Mountford Ltdhazeltonmountford.co.uk

Specializing in business insurance in the UK, we help protect organizations from risks, advise on coverage, and ensure proper protection levels

Insurance 馃嚭馃嚫 Worcester 48 2008
50
World Insurance Associates - formerly NorthStar Insurance Servicesworldinsurance.com

Leading insurance and risk management provider in New England, offering property and casualty insurance, employee benefits, and risk management solutions with integrity and expertise

Insurance 馃嚭馃嚫 Needham 43 1995
51
Cleary Insurance, Inc.clearyinsurance.com

A full service insurance agency providing expert advice and tailored coverage options, with a focus on hiring experienced professionals for client benefit

Insurance 馃嚭馃嚫 Boston 39 n/a
52
Russell Bond & Co., Inc.jencapgroup.com

A national brokerage firm offering industry-specific expertise in insurance solutions for various sectors including agriculture, construction, healthcare, manufacturing, and transportation

Insurance 馃嚭馃嚫 Burlington 37 1950
53
Webber & Grinnell Insurance, an Alera Group Companywebberandgrinnell.com

Independent insurance agency offering personalized service for personal and business insurance needs Focus on finding best coverage at competitive rates for clients

Insurance 馃嚭馃嚫 Northampton 30 n/a
54
The Driscoll Agency, an affiliate of Cross Insurancedriscollagency.com

An independent insurance agency providing innovative solutions and risk management to businesses and individuals, representing top-tier insurance companies with exceptional service

Insurance 馃嚭馃嚫 Norwell 30 1960
55
Herlihy Insurance Groupherlihygroup.com

A third-generation independent insurance and financial services agency serving over 7000 clients in Massachusetts, offering customized solutions for individuals and businesses

Insurance 馃嚭馃嚫 Worcester 29 1927
56
New England Insurance Groupnewenglandins.com

Specializing in insurance and risk management services to protect individuals and businesses from financial losses and potential liabilities

Insurance 馃嚭馃嚫 Newton 29 n/a
57
International Citizens Insuranceinternationalinsurance.com

Providing a platform for purchasing international health, life, and travel insurance for world travelers, expatriates, and global nomads

Insurance 馃嚭馃嚫 Hingham 26 2014
58
Promark Partners Insurance Servicespromarkinsurance.com

Specializing in insurance, risk management, and consulting services for individuals, families, businesses, and professionals to provide expert guidance and support

Insurance 馃嚭馃嚫 Burlington 24 1977
59
Dempsey Insurance Agency Incdemsure.com

Offering well-priced insurance products with high touch personal service for auto, home, business, and life needs Available via phone or email

Insurance 馃嚭馃嚫 Norwood 10 1947
60
Thomas Gregory Associatesthomasgregory.com

Regional insurance broker specializing in risk management for middle market and national accounts, negotiating difficult exposures for property, casualty, and health & employee benefits

Insurance 馃嚭馃嚫 Wakefield 7 1995
61
Coastline Risk, Inccoastlinerisk.com

Delivering top niche products and value-added services, aiming to become the leading provider of customized specialty insurance solutions for niche industries

Insurance 馃嚭馃嚫 Natick 6 2017
62
Acacia Insurance Groupacaciaig.com

A technology-driven insurance group focused on providing quality coverage and personalized service, with a commitment to automation and customer convenience

Insurance 馃嚭馃嚫 Brockton 5 2018
63
Ocean Employee Benefits Internationaloceanemployeebenefits.com

An insurance brokerage providing group medical, life, disability, and special risk insurance solutions locally and globally, focusing on expatriate and multinational employee groups

Insurance 馃嚭馃嚫 Newburyport 3 2009

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How this list is built

Every company on this list has a Tamtam company profile. The industry is the one the company gives on LinkedIn; categories such as SaaS or fintech are classified by Tamtam's AI from the company's website and LinkedIn page; and the headquarters city must match the company's own address. Companies are ranked by the number of employees on LinkedIn, and the list is refreshed every night. Classifications can be wrong, so treat the list as a starting point rather than an official ranking. Last updated Oct 24, 2026.

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