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Top Insurance Companies in Boston, MA (119)

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

Strong Revenue Growth: Sales are reported to have risen from about $39 billion (2023) to more than $43 billion (2025), with 2024–2025 gains attributed to institutional solutions, whole life, and annuities.

Profitability: Operating earnings are characterized as increasing from $2.8 billion in 2024 to nearly $3.9 billion in 2025, a company‑record level.

Investor Backing & Capital Strength: Capital levels are described as strong, with total adjusted capital at $34.4 billion in 2025 and high financial‑strength ratings maintained across major agencies.

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: UK company filings indicate revenue rose from about £169.4m in 2023 to £197.0m in 2024, evidencing clear double-digit growth. Parent-company reporting in 2025 also attributed an increase in its ‘Other revenues’ to growth in Simply Business.

Profitability: Operating profit reportedly increased from roughly £24.2m to £45.9m in 2024, rising far faster than revenue. This points to improving margins and efficiency alongside scale.

Market Expansion: The business surpassed one million customers globally in 2024 and later reached one million in the UK, with continued activity in the U.S. and new partnerships and office investments. These milestones suggest ongoing expansion of reach and channels.

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: Significant financing includes a $56.1M Series C in 2024 and additional growth-capital funding from CIBC Innovation Banking in March 2026, signaling continued investor confidence and runway. Company communications indicate these funds are directed toward product development, R&D, customer success, and sales.

Product Line Growth: Recent launches and expansions span Renewal Analytics, workers’ compensation capabilities (including a claims-triage solution), and a major expansion of the Group Health analytics platform, alongside an integrated Risk Management Life Cycle solution. This pattern points to broadening coverage across underwriting, renewals, and claims.

Customer Loyalty & Retention: Current materials highlight hundreds of enterprise deployments with very high client retention, paired with ongoing wins and deployments in 2025–26 (e.g., Community Health Options, Evolution Risk Partners, and continued 2026 additions). These signals suggest a sticky and expanding customer base.

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: The company reports a larger operating footprint—supporting around 150 million vehicles and approximately 14 million annual service events—and has expanded via strategic moves such as the Urgently acquisition. New and renewed programs with major automotive and insurance brands further indicate broader market reach.

Strong Market Position & Advantage: Industry recognition such as Frost & Sullivan’s North American Company of the Year honors portrays a commanding position in digitalized roadside assistance. Claims of extensive OEM integrations and deep insurer penetration reinforce an entrenched competitive stance.

Innovation-Driven Growth: Continued investment in software-enabled dispatch platforms, automation, and connected-vehicle tools is emphasized as central to the strategy. Rapid uptake of Crash Response and other digital workflows points to technology-enabled scaling.

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: Evidence indicates revenue grew rapidly over the period recognized by Deloitte’s 2025 Technology Fast 500, with earlier multi‑year gains also cited. Consecutive Fast 500 placements suggest sustained top‑line momentum.

Market Expansion: The company reports 130+ customers, including 13 of the top 30 P&C carriers, and moved to a much larger Boston headquarters. Customer counts have increased markedly since earlier periods, indicating broader market reach.

Product Line Growth: Materials describe expansion beyond claims into policyholder service and the launch of Unite to connect carriers with service providers. These additions broaden use cases and deepen penetration within carriers.

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

Strong Revenue Growth: Written premium increased from 2023 to 2024, and early 2026 results were reported higher year over year, indicating ongoing top-line momentum. Industry coverage cites hundreds of millions in annual premium, underscoring scale.

Market Expansion: The footprint reached 24 states after new launches in 2024, with additional states planned. Agent distribution spans tens of thousands of independent agents, signaling broader reach.

Investor Backing & Capital Strength: Significant financing was secured in 2025 and again in 2026, with participation from established investors. A deepened long-term reinsurance relationship with Allianz Re further supports capacity for growth.

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: Net income rose to $6.79B in 2025 from $4.38B in 2024. The combined ratio improved materially (e.g., S&P-adjusted 89.7% in 2025 and high-80s in early 2026), indicating stronger underwriting performance.

Investor Backing & Capital Strength: Shareholders’ equity increased from about $22.2B in 2022 to $39.9B at year-end 2025 and exceeded $44B by mid-2026. External ratings actions (AM Best A affirmation in Sept 2025; S&P upgrade to A+ in July 2026) underscore improved capitalization.

Resilient & Sustainable Growth: S&P describes deliberate portfolio reshaping and expects 2–3% annual premium growth during 2026–2028. Management emphasizes disciplined, selective expansion following underwriting improvements, prioritizing durable returns over sheer volume.

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: Assets and loans have increased over multiple years, with total assets moving from $4.434B in 2023 to $5.032B in 2025 and further increases reported into 2026. This trajectory is supported by expanding residential lending volumes and a broadened footprint.

Profitability: Net income rose from $17.0M in 2023 to $23.7M in 2024, indicating stronger earnings performance. This improvement accompanied portfolio growth and higher lending production in 2024.

Market Expansion: Physical presence is growing with three new Massachusetts branches announced for 2026 (Boston Seaport, Andover, Falmouth). Reach is further extended by additions like a nationwide SBA lending group and a West Coast deposit team.

Manulife
Fintech • Insurance • Financial Services
26 Offices
32,427 Employees
7 Benefits Hiring Now

Manulife is a leading international financial services group that helps people make their decisions easier and lives better. With our global headquarters in Toronto, we operate as Manulife across our offices in Canada, Asia, and Europe, and primarily as John Hancock in the United States. We have more than 40,000 employees, over 116,000 agents serving ~34 million customers worldwide, and...

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Manulife

Manulife's Top Stability & Growth Strengths

Strong Revenue Growth: Analysts forecast a sharp jump in revenue over the next year and continued earnings expansion through 2026–2028, indicating strong near-term growth expectations.

Investor Backing & Capital Strength: Capital and solvency indicators are positioned as robust, including an A+ financial strength rating and a strong LICAT ratio, alongside sizable remittances and ongoing shareholder returns.

Strong Market Position & Advantage: The company is described as a category leader in Canada with top-tier positions in multiple Asian markets, supported by large AUMA/AUMA scale and a long operating history that reinforces competitive standing.

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Plymouth Rock Assurance
12 Offices
2,019 Employees
34 Benefits Hiring Now

If you’ve found your way to our LinkedIn page, you’re likely here for one of two reasons: You’re reviewing insurance companies or you’re browsing new career opportunities. Well, you’ve come to the right place. Insurance Customer In its 40 years, Plymouth Rock Assurance has grown to be one of the leading auto and home insurers in the Northeast. With unique features...

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Plymouth Rock Assurance
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
SIMON from iCapital
Cloud • Fintech • Insurance • Sales
16 Offices
154 Employees
51 Benefits
SIMON was built to simplify. We empower financial professionals to deliver a better tomorrow for their clients.

SIMON works to build transparency around complex, risk-managed and alternative investments by way of a centralized, on-demand digital platform, available to more than 100,000 financial professionals. Our platform simplifies the complexity of the modern investment landscape, with tools that make it easier to navigate and manage a wider range of products. We deliver education, analytics, a marketplace, lifecycle management, and...

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SIMON from iCapital
XDimensional Technologies, Inc.
Insurance • Software
Boston
67 Employees

For over two decades, XDimensional Technologies has been serving the insurance industry with innovative solutions that make business more efficient and productive throughout the insurance value chain. We work closely with our customers and partners to understand their evolving needs and issues, and then map those understandings into solutions that improve business results. And we assure our solutions are flexible...

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XDimensional Technologies, Inc.
MassPrinting
Information Technology • Insurance • Software
Woburn
19 Employees
14 Benefits

MassPrinting, a privately-held leading provider of document output solutions, was founded in 1991 and is headquartered in Woburn, Massachusetts. We offer integrated transactional customer communications through print and technology solutions, focusing on the property and casualty insurance industry. Our vision is to be the market leader in the Insurtech space, focusing on document output solutions utilizing innovative technology, industry expertise,...

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MassPrinting
ExamWorks
Insurance
21 Offices
555 Employees
22 Benefits

ExamWorks|Independent Medical Examinations, Peer Reviews, Bill Reviews

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ExamWorks
INSURICA, Inc.
Insurance • Financial Services
32 Offices
900 Employees
33 Benefits

Insurica, Inc. is a privately-held company that provides commercial insurance, employee benefits, personal insurance, and bonds, specializing in core industries and business disciplines with unique coverage and risk management programs.

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INSURICA, Inc.
NFP, an Aon company
15 Offices
4,449 Employees
37 Benefits

NFP, an Aon company, helps companies and individuals address today’s most significant Risk Capital and Human Capital challenges. With colleagues across the U.S., Canada, UK and Ireland, and global capabilities enhanced by the Aon advantage, NFP serves a diversity of clients, industries and communities. Our collaborative team provides specialized expertise and customized solutions, including property and casualty insurance, employee benefits,...

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NFP, an Aon company

NFP, an Aon company's Top Stability & Growth Strengths

Strong Market Position & Advantage: Evidence indicates NFP is a leading middle‑market broker and benefits consultant with durable scale, now operating as “NFP, an Aon company,” which amplifies its reach via Aon’s global platform. Industry rankings consistently place it in the upper tier of brokers, reinforcing competitive positioning in its core segment.

Market Expansion: Announcements show continued 2025–2026 activity including multiple tuck‑in acquisitions and a new National Flood Practice, extending capabilities and geographic footprint across the U.S., Canada, the U.K., and Ireland. This cadence reflects ongoing build‑out of niche specialties and regional presence.

Cost & Operational Efficiency: Aon’s commentary links NFP integration to restructuring savings and margin expansion, indicating operating leverage on a larger base. Filings confirm integration progress and portfolio focus actions that align cost structure with core broking and benefits.

NEXT Insurance
Fintech • Insurance
5 Offices
651 Employees
31 Benefits Hiring Now
Next Insurance provides affordable and customizable policies to small business owners.

The needs of business owners have significantly changed over the past decade, the insurance industry hasn’t. When you’re running your own business, you’re placing a huge bet on yourself. Your ideas, your passion, your blood, sweat and tears define your success. Next Insurance was created to give your business the coverage it deserves. Simple, affordable and tailored. So no matter...

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NEXT Insurance

NEXT Insurance's Top Stability & Growth Strengths

Investor Backing & Capital Strength: Capital support is reinforced by a full acquisition by ERGO (Munich Re) and prior strategic investments tied to product and reinsurance partnerships, alongside financial‑strength upgrades in 2025–2026. These moves signal a stronger balance sheet, enhanced reinsurance access, and improved counterparty credibility.

Strategic Partnerships: Embedded distribution through platforms like Intuit QuickBooks and ties with Amazon Business Prime, plus alliances with major insurers, expand market reach and create durable access to SMB customers. Partner channels and agent initiatives are highlighted as ongoing levers for scale under the ERGO umbrella.

Strong Revenue Growth: Rising topline through 2024 and an increasing GWP run‑rate into late 2023 indicate meaningful momentum within the digital SMB segment. Customer counts moving materially higher through 2025 further support a trajectory of continued scale.

Insurify
Artificial Intelligence • Consumer Web • Fintech • Insurance
Cambridge
250 Employees
17 Benefits Hiring Now

Insurify is one of America’s fastest-growing MIT FinTech startups and has been recognized as one of Inc. 5,000’s fastest-growing private companies in America in 2025, 2024, 2023, 2022 and 2021, Forbes Fintech 50 List for 2023, 2022, and 2021, Forbes Next Billion Dollar Startups of 2022 global and Top 100 InsurTech company. We’re changing the way millions of people compare,...

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Insurify

Insurify's Top Stability & Growth Strengths

Strong Revenue Growth: Annual recurring revenue is described as rising year over year, alongside increasing quote volume and monthly active users. Net losses are also described as narrowing, which aligns with improving operating leverage even if profitability has not been reached.

Investor Backing & Capital Strength: The company is described as venture-funded with multiple funding milestones and extensions, indicating access to capital to support continued scaling. Valuation references and named investors are presented as signals of sustained investor confidence.

Market Expansion: Operations are described as expanding geographically and into additional insurance lines beyond auto, alongside new product launches and embedded/white-label efforts. These moves indicate a broader go-to-market footprint and more routes to growth.

One80 Intermediaries
Insurance • Financial Services
Boston
418 Employees
4 Benefits

One80 Intermediaries is a privately held firm with offices throughout the US and Canada. As a leading insurance wholesaler and program manager, the company offers placement services and binding authority for property and casualty, life, travel/accident and health, affinity and administrative services and warranty business. One80 serves commercial companies, non-profits, public entities, individuals and associations and unions, and has access...

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One80 Intermediaries

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