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Top Insurance Companies in Boston, MA (111)

Simply Business
Fintech • Information Technology • Insurance • Software
Insuring small businesses, enabling big dreams.

Simply Business is the leading digital insurance marketplace dedicated to the success of small businesses. Our mission is to take the hassle out of buying insurance by offering simplicity, choice, and value to business owners. We connect our customers with top-rated insurers and policy recommendations tailored to their specific business needs and budget. We have nearly 20 years of experience supporting...

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Simply Business

Simply Business's Top Stability & Growth Strengths

Strong Revenue Growth: Revenue is reported to have risen from £169.4m in 2023 to £197.0m in 2024, based on filed UK statutory accounts. Parent-company commentary for 2025 further points to higher “Other revenues” tied to this unit, reinforcing the upward trend.

Profitability: Operating profit increased to £45.9m in 2024 alongside higher profit after tax, indicating improved operating leverage. These gains are documented in UK filings as summarized by industry coverage.

Market Expansion: Customer milestones include surpassing one million globally in 2024 and one million in the UK in 2026, while a new Boston headquarters signals continued U.S. investment. Recent product and initiative rollouts (e.g., AI tools and community programs) indicate ongoing expansion efforts.

MassMutual
Big Data • Fintech • Information Technology • Insurance • Financial Services
We help people secure their future and protect the ones they love.

Since 1851, MassMutual’s commitment has always been to help people protect their families, support their communities, and help one another. This is why we want to inspire people to Live Mutual. We’re people helping people. Together, we’re stronger.

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MassMutual

MassMutual's Top Stability & Growth Strengths

Profitability: Operating earnings are reported at nearly $3.9 billion for 2025, an all-time high. A record estimated 2026 policyowner dividend further signals strong underlying earnings capacity.

Strong Revenue Growth: Total sales surpassed $43 billion in 2025, up from 2024 levels. Company disclosures also indicate higher total revenue year over year.

Investor Backing & Capital Strength: Total adjusted capital increased to $34.4 billion in 2025, alongside affirmations of very high financial strength ratings from major agencies. These indicators are presented as continued balance-sheet resilience.

Gradient AI
Artificial Intelligence • Insurance • Machine Learning • Software • Analytics
Boston
130 Employees
87 Benefits Hiring Now
Powering a Better Return on Risk

Gradient AI is revolutionizing Group Health and P&C insurance with AI-powered solutions that help insurers predict risk more accurately, improve profitability, and automate underwriting and claims. Our SaaS platform taps into one of the industry’s largest data lakes—tens of millions of policies and claims—to deliver deep, actionable insights. Trusted by leading carriers, MGAs, TPAs, and self-insured employers, Gradient AI has...

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Gradient AI

Gradient AI's Top Stability & Growth Strengths

Investor Backing & Capital Strength: Recent capital raises include a $56.1M Series C in July 2024 and additional growth financing in March 2026 to expand product, sales, and customer success. These transactions point to strong investor support and resources to scale.

Product Line Growth: New and enhanced offerings such as the Group Health Risk Management Life Cycle (Sept 2025) and workers’ comp tools like ClaimVector and a 2026 triage solution indicate active product development. This expansion supports broader use cases across underwriting and claims.

Strong Revenue Growth: Company communications highlight double‑digit year‑over‑year growth since founding and well over 100% growth exiting 2022, with a later 50% YoY increase in platform volume. These signals suggest ongoing commercial momentum.

Hi Marley
Artificial Intelligence • Cloud • Insurance • Software • Database • Conversational AI • Generative AI
Boston
140 Employees
53 Benefits Hiring Now
Hi Marley is the intelligent conversational platform built for P&C insurance and powered by SMS.

Hi Marley is the first intelligent conversational platform built for P&C insurance and powered by SMS. Designed by insurance professionals, Hi Marley enables lovable, convenient conversations across the entire ecosystem, saving money and time for carriers while building customer loyalty through delightful interactions. Hi Marley's industry-leading collaboration, coaching and analytics capabilities deliver crucial insights that streamline carrier operations while enabling...

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Hi Marley

Hi Marley's Top Stability & Growth Strengths

Strong Revenue Growth: Deloitte’s 2025 Technology Fast 500 ranked the company No. 244 with 325% growth, following a 2023 placement at No. 67 with 2,263% growth. These recognitions indicate sustained multi‑year top-line expansion.

Strategic Partnerships: Carrier and ecosystem ties continue to expand, including Heritage Insurance enabling text-to-start claims in 2025 and company-highlighted expanded partnerships and integrations. Such relationships point to continued carrier adoption and embedded workflows.

Product Line Growth: The August 4, 2026 launch of Unite and the June 10, 2026 agentic‑AI strategy—alongside expansion into policyholder service—show active investment and new capabilities. These moves broaden the platform beyond claims into multi‑party coordination and service operations.

Liberty Mutual Insurance
Artificial Intelligence • Fintech • Insurance • Marketing Tech • Software • Analytics
Join us, and pursue your tomorrow, today.

Liberty Mutual Insurance exists to help people embrace today and confidently pursue tomorrow. A Fortune 100 company and global leader in property and casualty insurance, we’ve spent over a century creating innovative products, services and technologies to meet the world’s ever-changing needs and make a difference for our customers and communities.

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Liberty Mutual Insurance

Liberty Mutual Insurance's Top Stability & Growth Strengths

Profitability: Earnings and underwriting margins improved materially, with a full‑year 2025 combined ratio of 88.4% and year‑to‑date 87.3% in the first half of 2026 alongside higher net income. First‑half 2026 net income reached $4.686B versus $2.870B a year earlier, reflecting stronger underwriting and lower catastrophe losses.

Investor Backing & Capital Strength: Total equity increased to $44.1B by June 30, 2026, and core operating companies were upgraded to A+ by S&P on July 21, 2026. These markers indicate a fortified balance sheet and capacity to support selective expansion.

Resilient & Sustainable Growth: Deliberate portfolio pruning and disciplined underwriting (e.g., sale of Western European operations and other exits) reduced reported premiums while aiming to raise returns and lower volatility. The approach is characterized as “growing better” rather than “growing bigger,” prioritizing margin quality over volume.

Agero
Automotive • Big Data • Insurance • Software • Transportation
Medford
1,600 Employees
65 Benefits Hiring Now
As the B2B industry leader, we are reimagining how to deliver support to drivers at ever step of vehicle ownership.

Agero is a leading provider of driver assistance, accident management, consumer affairs support and connected vehicle services for stakeholders across the automotive industry, including the world’s largest automakers, auto retailers, insurers, rideshare providers and other brands. As the driving force behind mobility support throughout all points in the vehicle ownership journey - from purchase to maintenance and breakdown to resell or...

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Agero

Agero's Top Stability & Growth Strengths

Market Expansion: A completed acquisition of Urgently and higher stated coverage—about 150 million drivers and roughly 14 million annual events versus lower figures in 2019–2020—indicate a larger footprint. Industry recognition and growth forecasts for roadside assistance provide supportive category tailwinds.

Strategic Partnerships: Multi-year renewals with Hagerty and long-standing OEM relationships such as Ford, plus wins in fleet/telematics channels (e.g., Geotab), signal retention and new routes to market. Additional insurer partnerships like Virginia Farm Bureau broaden channel access.

Product Line Growth: Crash Response deployments expanded after significant 2023 gains, with calls up sharply since launch and dispatch volumes doubling as more top carriers adopted the service. Emphasis on the Swoop platform and automation supports continued product-led scaling.

Leader Bank
Fintech • Insurance • Payments • Social Impact • Financial Services
Arlington
420 Employees
41 Benefits Hiring Now
Leader Bank is defined by our exemplary products and client services as well as our innovative spirit.

Founded in 2002, Leader Bank is a Massachusetts-based entrepreneurial financial institution that approaches banking differently. The core tenets of Leader Bank include client services, exemplary products, and innovation to meet the needs of its clients. Leader Bank’s best-in-class staff has been at the forefront of supporting the bank’s rapid growth and client-oriented solutions, as the bank has continued to expand...

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Leader Bank

Leader Bank's Top Stability & Growth Strengths

Resilient & Sustainable Growth: Total assets have climbed from about $4.6B at year‑end 2024 to roughly $5.28B by Q2 2026, extending a multi‑year rise noted in the bank’s own reports. Regulatory snapshots in 2025–2026 align around $5.0B+ in assets, indicating continued balance‑sheet expansion.

Market Expansion: Branch additions in 2026 (Boston Seaport/Back Bay, Andover, Falmouth) and the launch of new teams, including a nationwide SBA group and a West Coast deposit team, point to active geographic and channel growth. Leadership has framed these moves as organic expansion amid broader industry consolidation, with the Falmouth opening publicized.

Strong Market Position & Advantage: In Massachusetts home‑purchase mortgages, the institution is cited as the top bank lender for 2025 by both dollar volume and loan count. A June 2026 HMDA‑based composite also ranked it first overall in the state, signaling durable competitive strength in this niche.

Openly
Insurance
Fully Remote
350 Employees
51 Benefits Hiring Now
Challenging the industry status quo while serving Agents & Policyholders by using data, technology, and expertise.

Openly is proud to offer innovative, comprehensive homeowners insurance, wrapped in modern convenience. We arm agents with the tools necessary to serve up a world class customer experience.

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Openly

Openly's Top Stability & Growth Strengths

Market Expansion: Geographic availability has reached 24 states with recent entries in Connecticut, Virginia, and Delaware, and additional states flagged as coming soon. This footprint and pipeline indicate ongoing expansion through the independent‑agent channel.

Investor Backing & Capital Strength: A new growth investment closed in April 2026, alongside prior financing, is explicitly aimed at funding more states, deepening agency relationships, and broadening products. This signals ample capital support to scale in a complex homeowners market.

Strategic Partnerships: An expanded long‑term reinsurance partnership with Allianz Re provides added capacity to support growth and manage volatility. Admitted carrier partners such as Rock Ridge (A‑ AM Best) underpin distribution credibility and scaling capacity.

Greater New York Insurance Companies
Insurance • Real Estate
5 Offices
292 Employees
31 Benefits

Greater New York Insurance Companies are leading providers of middle market property and casualty insurance focusing on commercial real estate, including condominiums, co-op apartment buildings, office buildings, restaurants, light manufacturing, and other small to mid-size commercial establishments. The lead company was formed as a mutual insurance company in 1914 as an outgrowth of a real estate trade association servicing New...

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Greater New York Insurance Companies
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AssuriCare
Insurance • Software
Waltham
63 Employees

Since 2010, AssuriCare has revolutionized the way people find, manage and pay for long-term care, the way providers manage and grow their businesses, and the way payers and administrators receive, evaluate and process long-term care claims. To date, tens of thousands providers and caregivers have used the AssuriCare platform to find and manage care, make payments and submit insurance claims,...

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AssuriCare
Accession Risk Management Group
Insurance • Financial Services
2 Offices
5,000 Employees

Accession Risk Management Group is a family of specialty insurance distribution and risk management companies that provides comprehensive risk management advice, insurance and reinsurance placement, employee benefits, and consulting services through its member companies.

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Accession Risk Management Group
Skyward Specialty Insurance
5 Offices
527 Employees
17 Benefits Hiring Now

Skyward Specialty is a rapidly growing and innovative specialty insurance company, delivering commercial P&C products and solutions on a non-admitted and admitted basis. The Company operates through eight underwriting divisions –Accident & Health, Captives, Global Property & Agriculture, Industry Solutions, Professional Lines, Programs, Surety and Transactional E&S. Our insurance company subsidiaries are rated A (Excellent) with stable outlook from AM...

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Skyward Specialty Insurance
Global Atlantic Financial Group
11 Offices
1,140 Employees
24 Benefits

Global Atlantic Financial Group, through its subsidiaries, offers a broad range of retirement, life and reinsurance products designed to help our customers address financial challenges with confidence. A variety of options help Americans customize a strategy to fulfill their protection, accumulation, income, wealth transfer and end-of-life needs. In addition, Global Atlantic offers custom solutions and responsive service for the capital,...

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Global Atlantic Financial Group

Global Atlantic Financial Group's Top Stability & Growth Strengths

Resilient & Sustainable Growth: Invested assets are described as expanding at a double-digit pace over a multi-year period, supported by core insurance activity. Large reinsurance transactions and continued inflows are presented as adding scale and reinforcing a sustained growth trajectory through 2025–2026.

Investor Backing & Capital Strength: Full ownership by KKR via a multi-billion-dollar purchase is presented as strengthening alignment, integration, and access to capital resources. A-category rating actions/affirmations and references to strong capital levels are positioned as supportive of resilience for policyholders and counterparties.

Strong Market Position & Advantage: The company is positioned as a top-tier participant in life/annuity block reinsurance and a recurring top seller in selected retail annuity categories. Marquee block deals and repeated product recognition are presented as reinforcing competitive standing in its core lanes.

Fetch (fetchpet.com)
Insurance • Pet
6 Offices
44 Employees
32 Benefits

Hey there, we're Fetch — vets, data whizzes, techies, and insurance experts transforming the way we care for our pets. Working with dozens of Aussie pet parents and vets, we’ve rethought the system to be easier, fairer, and more connected. We’re building a subscription and accompanying app that brings together insurance, prevention, insights, and rewards to simplify pet health and help...

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Fetch (fetchpet.com)
Policybot
Healthtech • Insurance • Database • Business Intelligence
2 Offices
8 Employees
10 Benefits
Policybot is building the data infrastructure that powers how healthcare decisions are made.

Policybot normalizes and structure complex payer policies to enable clearer coverage decisions, faster patient access, and smarter product strategy. Policybot’s data powers thousands of automated workflows every day. Our small team combines experiences from companies like Oscar Health and Teladoc to make policies easy to use. We’re now focused on scaling our applied AI systems to turn overly complex payer rules...

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Policybot
Family Heritage Life Insurance Company of America
77 Offices
961 Employees
10 Benefits

Globe Life - Family Heritage Division is a wholly owned subsidiary of Globe Life Inc. (NYSE: GL). People of all backgrounds call Globe Life - Family Heritage Division home. We provide you with training to be successful leaders in an insurance sales career with us. Individuals willing to work hard and learn, can achieve their dreams and goals, all while...

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Family Heritage Life Insurance Company of America
FM Global
Insurance
25 Offices
5,675 Employees
43 Benefits

FM Global is one of the world’s largest commercial property insurers. For nearly 200 years, the world’s leading businesses have worked with FM Global to develop robust property insurance and engineering solutions that build resilience into every corner of their operations. These solutions protect against fire, natural disasters and other types of property risk. We provide more than one-third of...

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FM Global

FM Global's Top Stability & Growth Strengths

Strong Market Position & Advantage: FM is positioned as a leader in large-commercial property insurance, particularly within the Highly Protected Risk (HPR) niche, supported by a differentiated engineering-driven loss-prevention model. Its penetration among large enterprises is reinforced by references to serving a substantial share of Fortune 500/Fortune 1000 companies.

Investor Backing & Capital Strength: The company is described as having strong capital and balance-sheet strength, with repeated references to very high policyholder surplus and top-tier financial strength ratings from multiple agencies. Large membership credits returned to clients are presented as enabled by strong financial performance and capitalization.

Resilient & Sustainable Growth: The data cites multi-year increases in premiums and surplus, alongside continued investments in brand, footprint, and capacity, indicating growth that is supported by profitability and capital accumulation. Expansion moves (e.g., offices and higher limits for specific segments) are portrayed as strengthening long-term growth momentum.

Zurich North America
28 Offices
56,000 Employees
33 Benefits
Zurich has over 150 years of experience managing risk and supporting resilience for customers around the world.

Founded in Switzerland in 1872, Zurich expanded to North America in 1912 to become a leading provider of commercial property-casualty insurance solutions and services in the U.S. and Canada. Today, we serve a diverse set of industries including automotive, agriculture, construction, manufacturing, technology and numerous others. Our customers include 90% of the Fortune 500® as well as a diverse array...

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Zurich North America

Zurich North America's Top Stability & Growth Strengths

Strong Market Position & Advantage: Zurich North America is positioned in the top tier of U.S. commercial lines by direct premiums written and is repeatedly framed as a leading commercial P&C provider. Multinational programs and complex-risk specialties are highlighted as differentiators that keep it on shortlists for large and global accounts.

Profitability: Recent disclosures describe record P&C operating results at the group level with North America P&C profit increasing year over year and the combined ratio improving. Portfolio actions are depicted as underwriting discipline that prioritizes margin quality rather than pure premium volume.

Strong Hiring & Retention: The U.S. Middle Market business is described as experiencing multiple consecutive years of double-digit growth alongside plans to add over 100 underwriting roles to expand geographic reach. Organizational changes such as creating a dedicated Specialties unit are presented as capacity-building to support further growth.

Rockland Trust Company
Insurance • Financial Services
12 Offices

Rockland Trust is a full-service commercial bank offering a wide range of banking, investment, and insurance services to businesses and individuals.

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Rockland Trust Company

Rockland Trust Company's Top Stability & Growth Strengths

Market Expansion: The company materially broadened its footprint via the 2025 Enterprise Bancorp acquisition, complemented by a new Marlborough branch and expanded facilities and headquarters plans that deepen its presence across Massachusetts and southern New Hampshire. Integration completed in October 2025 and continued physical investments indicate a larger, denser regional network.

Profitability: Reported results showed improving earnings momentum into late 2025 and Q1 2026, with management linking better performance to progress on the Enterprise integration. A dividend increase further signals confidence in post‑integration earnings power.

Strong Brand Reputation: Recognition such as Forbes’ No. 1 Bank in Massachusetts (2024), top‑tier regional customer‑satisfaction placements, and multiple Coalition Greenwich awards reflect strong standing with retail and business clients. Consistent accolades reinforce a leadership perception within Massachusetts and New England.

ExamWorks
Insurance
21 Offices
555 Employees
22 Benefits

ExamWorks|Independent Medical Examinations, Peer Reviews, Bill Reviews

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ExamWorks

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