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Top Boston, MA Insurance Companies (63)

Simply Business
Fintech • Information Technology • Insurance • Software
We Protect The Small Businesses You Love.

Simply Business is dedicated to making small business insurance simple and accessible. Our robust digital marketplace allows small business owners to find and buy the insurance they need online, matching them with coverage from multiple top insurers to offer choice, transparency, and value. We have nearly 20 years of experience supporting small businesses, with over 1 million customers worldwide. Founded...

Simply Business
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.

MassMutual
Gradient AI
Artificial Intelligence • Insurance • Machine Learning • Software • Analytics
Boston
120 Employees
60 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...

Gradient AI
Hi Marley
Artificial Intelligence • Cloud • Insurance • Software • Database • Conversational AI • Generative AI
Boston
120 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...

Hi Marley
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.

Openly
Agero
Automotive • Big Data • Insurance • Software • Transportation
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...

Agero
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...

Leader Bank
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.

Liberty Mutual 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,...

Insurify
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Skyward Specialty Insurance
5 Offices
527 Employees
17 Benefits

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...

Skyward Specialty Insurance
Corvus Insurance
Artificial Intelligence • Insurance • Software
2 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.

Corvus Insurance
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,...

MassPrinting
medicalrecords.com
Consumer Web • Digital Media • Healthtech • Insurance • Marketing Tech • Telehealth • Generative AI
Fully Remote
12 Employees
1 Benefits
We are the first step in a patient's online care journey.

Our mission is to help Americans to live better lives by taking control of their health. Built by an award-winning executive team and advisors from some of the largest companies in healthcare, wellness, and sports, NCMR is committed to providing the highest quality digital experience for consumers looking for healthcare information. We build consumer-focused digital properties, including sites like medicalrecords.com,...

medicalrecords.com
Milliman
Healthtech • HR Tech • Insurance • Consulting
32 Offices
3,644 Employees
27 Benefits Hiring Now

Milliman is among the world’s largest independent actuarial and consulting firms. Founded in Seattle in 1947, Milliman has offices in key locations worldwide. Through consulting practices in employee benefits, healthcare, investment, life insurance and financial services, and property & casualty/general insurance, Milliman serves the full spectrum of business, financial, government, union, education, and nonprofit organizations. In addition to consulting actuaries,...

Milliman
Enthea
Insurance
Boston
5 Employees

Psychedelic Healthcare as a Workplace Benefit. Creating benefit plans for progressive, compassionate employers. We are on a mission to expedite safe, affordable access to psychedelic-assisted therapy for all who can benefit. Supporting healing from within.

Enthea
NEXT Insurance
Fintech • Insurance
3 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...

NEXT Insurance
Liberate Innovations
Artificial Intelligence • Insurance • Software
2 Offices
45 Employees
16 Benefits Hiring Now
Liberate is an AI company building AI voice agents and workflow automations for the insurance industry.

Liberate Innovations Inc. is a software-as-a-service (SaaS) platform for the P&C insurance industry to fully automate claims and underwriting journeys enabling P&C insurers to deliver an exceptional customer experience at the industry’s lowest cost. Insurers use the cloud-based low-code platform to build digital self-serve experiences and orchestrate an ecosystem of solutions providers and core systems to automate complex business processes....

Liberate Innovations
Comparion Insurance Agency
Boston
1,500 Employees
7 Benefits

Comparion is an insurance agency backed by Liberty Mutual that connects customers with the best insurance solutions to meet their needs from a number of top national and regional carriers. Working at a Fortune 100 company means you’ll have the financial strength, stability and resources of the world’s 5th largest property and casualty insurer behind you, so you can focus...

Comparion Insurance Agency
Assured Allies
Insurance
Boston
75 Employees

Prevent what you can. Prepare for what you can’t. That's the simple yet powerful philosophy that drives us. There are proven tools and techniques that are available - right now - to help millions age successfully and prevent what we used to think of as inevitable. But many people don't know about them, or how to apply them. That's the gap...

Assured Allies
Winthrop Wealth
Fintech • Insurance • Financial Services
2 Offices
27 Employees
48 Benefits
There’s more to life than money. Life should be about feeling confident, dreaming big, and achieving happiness.

Winthrop Wealth is a fee-based wealth advisory firm based in Boston, MA. Winthrop Wealth provides financial planning and investment management services, including tax and estate planning strategies for institutions, high net worth and ultra-high net worth individuals, families, and business owners. The firm also offers retirement plan advice for small- to medium-sized businesses, endowments, and other institutions. Our founding partners,...

Winthrop Wealth

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