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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.

KMP Group Tax & Business Services
Insurance • Legal Tech • Logistics • Real Estate
Boston
109 Employees
8 Benefits
We serve a wide range of clientele, and every client relationship is valued greatly.

We guarantee effective and knowledgeable representation for you and your business. Our reputation and history of success with our clients and their business needs, speaks for itself. There is no substitution for the best

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KMP Group Tax & Business Services
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Central Insurance
6 Offices
603 Employees
24 Benefits Hiring Now

Since our beginning in 1876, Central Insurance has evolved into a successful property and casualty group operating on a strong foundation of core values including Integrity in the way we operate our business; Relationships we develop working as a team and sharing in each others’ successes; and Excellence achieved by never compromising on quality, providing superior performance, and pursuing continual...

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Central Insurance
Homesite Insurance
4 Offices
1,453 Employees
30 Benefits

Homesite. We've got you covered. Founded in 1997, Homesite insurance was the first company to enable customers to purchase insurance directly online, during a single visit. Since then, we’ve continued to innovate at the pace of our customers and their changing expectations. One thing that’s stayed the same since our founding: our commitment to our customers and partners. We now offer...

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Homesite Insurance
Risk Strategies
Insurance
15 Offices
2,372 Employees
34 Benefits
Part of the Brown & Brown Team

At Risk Strategies, part of the Brown & Brown team, we help our clients protect those things that matter most to them. We help them see the way forward in a complex world with specialty insight, practical advice, and custom insurance with a vast network of specialists in Property & Casualty, Employee Benefits, Private Client, as well as Consulting Services...

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Risk Strategies

Risk Strategies's Top Stability & Growth Strengths

Strong Market Position & Advantage: Industry league tables place the Accession platform (Risk Strategies and One80) in the top tier of U.S. brokers by brokerage revenue, supporting the view that the business holds meaningful scale and competitiveness in its core markets.

Strong Revenue Growth: Reported figures describe a sustained upward revenue trajectory across multiple years, including pro forma growth through 2024 and earlier step-ups attributed to a mix of organic expansion and acquisitions.

Investor Backing & Capital Strength: Ownership under Brown & Brown following the acquisition of Accession is positioned as providing a larger platform, added resources, and broader market access that can support continued expansion and resilience.

FINEOS
Insurance • Software
10 Offices
756 Employees
10 Benefits

FINEOS is a leading provider of core systems for life, accident and health insurers globally with 7 of the 10 largest group life and health carriers in the US as well as 6 of the largest life insurers in Australia. With employees and offices throughout the world, FINEOS continues to scale rapidly, working with innovative progressive insurers in North America,...

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FINEOS
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
Spotted Media
Big Data • Insurance • Analytics
Boston
16 Employees

SpottedRisk is a specialty MGA that launched in 2019, following its genesis as a data & analytics company in 2016. The company develops and distributes insurance products for complex risks in market segments that are underserved or suffering dislocation, creating products such as Disgrace Insurance, COVID cover for film and television production, Event Cancellation, and other unique products in the...

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Spotted Media
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
Herald
Fintech • Insurance • Financial Services
Boston
104 Employees
Digital Infrastructure for commercial insurance.

Herald builds digital infrastructure for commercial insurance. Quote and bind insurance from multiple carriers using a single API.

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Herald
Amica
Insurance
17 Offices
2,719 Employees
37 Benefits

When you look at Amica, you’ll see we’re different. We’re a mutual company, which means we serve policyholders, not stockholders. Our culture is built on kindness and mutual respect that’s reflected in how we treat our customers and support our people. We offer fair compensation, comprehensive medical coverage, and generous extras like reimbursement for gym fees and student loan repayment...

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Amica
Naveo Credit Union
Fintech • Insurance • Financial Services
2 Offices
28 Benefits

Naveo Credit Union is a local, member-owned cooperative financial institution, formerly CPCU, incorporated in 1928. It offers a full suite of financial products including savings, checking, and loans to its members.

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Naveo Credit Union
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.

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