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Top Insurance Companies in Boston, MA (108)

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.

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.

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.

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.

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.

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.

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
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Surround Insurance
Cambridge
13 Employees
12 Benefits
Surround Insurance is a full service insurance agency.

Surround Insurance is a full service insurance agency specializing in auto policies. We provide fast, great rates and unparalleled service to get you the coverage you need. - Incubated at the Harvard Innovation Labs via the Launch Lab X program - MassChallenge FinTech 2019 Platinum Award Winner - Plug and Play #1 Scored Pitch in 2019 Batch - DCU FinTech Innovation Center 2019 Batch -...

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Surround 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.

Sun Life Financial Inc.
Insurance • Financial Services

Sun Life is a leading international financial services organization providing protection and wealth products, financial planning, and retirement solutions, helping clients achieve lifetime financial security and live healthier lives.

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Sun Life Financial Inc.
Indigo (getindigo.com)
Artificial Intelligence • Insurance
3 Offices
42 Employees
29 Benefits

Indigo leverages artificial intelligence to vastly improve the medical liability insurance industry for brokers and physicians.

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Indigo (getindigo.com)
General RV Center
Insurance • Retail
13 Offices
872 Employees
15 Benefits

General RV Center and its family of companies, which includes America's Choice Insurance Partners and Salem Distributors, are a large multi-state employer founded in 1962 in the heart of the Motor City. General RV has become the nation's largest family-owned RV Dealer, and what started as a small ‘mom and pop’ operation has since grown to 14 locations in Michigan,...

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General RV Center
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.

Corvus Insurance
Artificial Intelligence • Insurance • Software
6 Offices
230 Employees
37 Benefits
We're an insurtech company making insurance smarter, companies safer, & brokers more successful!

Our mission is to make the world a safe place. We live out our mission by empowering commercial insurance brokers and policyholders to better predict and prevent loss through AI-driven Smart Commercial Insurance® policies. We’re inspired by the intelligent, tool-building corvid family of birds that gives us our name.

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Corvus Insurance
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.

CRICO
Insurance
2 Offices
184 Employees
3 Benefits

Founded more than 40 years ago, the CRICO insurance program includes all of the Harvard medical institutions and their affiliates, providing coverage to 32 hospitals, 15,500 physicians, more than 325 other health care organizations, and in excess of 100,000 other clinicians and employees. In 1979, The Risk Management Foundation of the Harvard Medical Institutions Incorporated (RMF) was established to, among...

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CRICO
Brown & Brown Insurance
35 Offices
2,391 Employees
36 Benefits Hiring Now

Brown & Brown Insurance provides risk management solutions to help protect what our customers value most. Our four business segments offer insurance products and services to businesses and individuals. Our culture is built on integrity, innovation, superior capabilities, and discipline. We view insurance differently and use our experience, carrier relationships, and principled customer focus to deliver first-class service and solutions....

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Brown & Brown Insurance

Brown & Brown Insurance's Top Stability & Growth Strengths

Strong Market Position & Advantage: Industry rankings place Brown & Brown as a top‑10 global and top‑six U.S. broker, underscoring a first‑tier competitive position. S&P 500 inclusion and an expanded specialty platform following Accession/One80 further reinforce market standing.

Strong Revenue Growth: Reported FY 2025 revenue reached about $5.9B with roughly 22.8% growth, and Q1 2026 revenue was about $1.9B, up 35.4% year over year. Results also reflected higher adjusted earnings alongside the larger operating footprint.

Market Expansion: The 2025 Accession (Risk Strategies/One80) acquisition materially broadened wholesale and programs capabilities, creating a larger specialty distribution footprint. Subsequent reorganization (e.g., Arrowhead Intermediaries integration) deepened reach across specialty business.

Energetic Insurance
Fintech • Greentech • Insurance • Energy
Cambridge
12 Employees
Unlocking solar financing for unrated or below investment grade organizations.

Energetic Insurance is a Managing General Underwriter (MGU) with a novel, data-driven approach to develop new risk management products to unlock exponential growth in the renewable energy industry. For solar industry participants who want to do more projects and deploy more capital, EneRate Credit Cover™ unlocks solar project financing for the unrated and below investment grade counterparties by covering payment...

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Energetic Insurance

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