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Top Florida Insurance Companies (147)

MetLife
Fintech • Information Technology • Insurance • Financial Services • Big Data Analytics
At MetLife, we’re a purpose-driven company that helps our customers build a more confident future.

We're honored to be No. 10 on Great Place to Work's World's Best Workplaces and recognized in the Fortune 100 Best Companies to Work For® list in 2025. At MetLife, we're leading the global transformation of an industry we’ve defined for over 157 years. At MetLife, every innovation and line of code is a lifeline for our customers and their...

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MetLife
New York Life Insurance Company
Artificial Intelligence • Cloud • Fintech • Information Technology • Insurance • Financial Services • Big Data Analytics
Powered by purpose. Driven by people. Built to evolve.

At New York Life, our 180-year legacy of integrity, mutuality, and financial strength fuels a future defined by bold transformation. As the largest mutual life insurance company in the U.S., we operate on behalf of our policy owners—not shareholders. That structure allows us to take a long-term view, investing in people, purpose, and innovation that endures. Guided by a clear enterprise vision...

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New York Life Insurance Company
Chaucer Group
Insurance
5 Offices
652 Employees
21 Benefits Hiring Now

Chaucer are a leading specialty (re)insurance group working with brokers, coverholders and clients to protect and support business activities around the world. Our services are accessed both through Lloyd’s of London and the company markets. We are defined by an enterprising, bespoke approach to (re)insurance, enabled by the individual character, experience and imagination of our expert teams. Chaucer is a member...

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Chaucer Group
PURE Insurance
Insurance • Financial Services
3 Offices
1,098 Employees
44 Benefits Hiring Now

PURE is a specialty property and casualty insurer dedicated to helping a membership of responsible people protect high value homes, jewelry, artwork and other fine assets. We opened for business more than 15 years ago with the goal of offering something different in the insurance space: a company focused on promoting transparency, alignment of interests and doing what’s right. Our focus...

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PURE Insurance
Voya Financial
Fintech • Insurance • Financial Services
7 Offices
5,463 Employees
28 Benefits Hiring Now

Voya Financial, Inc. (NYSE: VOYA), provides health, wealth and investment solutions that enable its approximately 14.8 million individual, workplace and institutional clients to achieve their financial wellness goals with confidence. With a vision to be America’s Retirement Company®, Voya’s products, solutions and digital capabilities help create a better financial future for all. Voya is a Fortune 500 company that had...

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Voya Financial
Frank Winston Crum Insurance
Clearwater
75 Employees
15 Benefits Hiring Now

Frank Winston Crum Insurance is an AM Best rated commercial insurance carrier that specializes in providing workers’ compensation and general liability insurance for small and mid-sized businesses. We write a diverse book of business across a variety of industries. Frank Winston Crum Insurance, a licensed and admitted carrier, was founded over 15 years ago to serve FrankCrum PEO clients with...

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Frank Winston Crum Insurance
Medical Data Systems
Cloud • Insurance • Financial Services
Vero Beach
124 Employees
2 Benefits Hiring Now

MDS is a privately held company, founded in 1985, incorporated in 1988 by two individual owners, and is exclusively healthcare focused. MDS services 600+ individual facilities nationwide. Our skills, experience, high ethical standards, and history of success have earned MDS a reputation as the industry’s preferred accounts receivable partner. MDS proudly offers: o Extended Business Office / Early Out Services  Self-Pay Recovery  Insurance Recovery &...

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Medical Data Systems
Cross Insurance
Insurance
2 Offices
749 Employees
10 Benefits Hiring Now

Cross Insurance is a family owned insurance agency with over 40 branches throughout the Northeast. Established at the kitchen table of Woodrow Cross in 1954, today we have become one of New England’s largest independent insurance intermediaries. In 2023 and 2024 we were named the 2nd Largest Insurance Broker in Massachusetts. Since our founding, we have successfully acquired over 150...

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Cross Insurance
USAA
Insurance
8 Offices
35,000 Employees
42 Benefits Hiring Now

At USAA, our mission is more than just words – it’s the reason we do what we do. Our goal is to be the military community’s provider of choice for insurance, banking, financial products and advice. Take a look back at our history and you’ll see a strong track record of providing members with the highest level of care and support....

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USAA
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Healthesystems
Insurance • Software • Analytics
Tampa
339 Employees
26 Benefits Hiring Now

Healthesystems is a specialty provider of innovative medical cost management solutions for the workers’ compensation industry. Our diverse suite of services includes a leading Pharmacy Benefit Management (PBM) program and Clinical Review Services as well as a revolutionary Ancillary Benefits Management (ABM) program for managing and adjudicating ancillary medical services. Leveraging powerful technology, clinical expertise and enhanced workflow automation tools,...

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Healthesystems
Freedom Mortgage
Insurance • Financial Services
Boca Raton
5,200 Employees
33 Benefits Hiring Now

For over 30 years, Freedom Mortgage has helped millions of Americans achieve their dreams of homeownership and financial betterment. The wellbeing and improvement of our customers' lives and the communities in which they live fuels our ambition. We’re driven by boundless stamina and an unwavering focus on continuous collaboration, relentlessly seeking the right solutions for every customer and loan every...

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Freedom Mortgage
HealthCare.com
Digital Media • eCommerce • Healthtech • Insurance
Miami
295 Employees
21 Benefits Hiring Now

We are on a mission to help our users become better healthcare consumers. HealthCare.com is the leading search, comparison and recommendation tool for healthcare consumers. Our visitors can analyze hundreds of health insurance options in their area, and get data-rich recommendations to help make smarter decisions about their health plan purchase. The HealthCare.com of today was launched in 2014. We started with...

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HealthCare.com
Leon Health
Insurance
Doral
61 Employees
Hiring Now

Medicare Advantage Plan Founded and led by the LEON family, with the commitment of improving the lives and health of all members.

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Leon Health
The Baldwin Group
Tampa
3,080 Employees
15 Benefits Hiring Now

BRP is now The Baldwin Group! We’ve updated our name to reflect our unified group of talented teams across the country. The Baldwin Group is a cohesive group of experts in business insurance, employee benefits, retirement planning, and all areas of private and personal insurance. Since our founding in 2011, we’ve evolved from a local business into a national firm...

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The Baldwin Group
CNO Financial Group
Fintech • Insurance • Financial Services
6 Offices
10,202 Employees
37 Benefits Hiring Now

CNO Financial Group, Inc. (NYSE: CNO) secures the future of middle-income America. CNO provides life and health insurance, annuities, financial services, and workforce benefits solutions through our family of brands, including Bankers Life, Colonial Penn and Washington National. Our customers work hard to save for the future, and we help protect their health, income and retirement needs with 3.2 million...

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CNO Financial Group
AmeriLife
Insurance
Clearwater
1,001 Employees
18 Benefits Hiring Now

Based in Clearwater, Fla., AmeriLife is a national leader in developing, marketing and distributing annuity, life and health insurance solutions to protect the health and retirement needs of consumers. For nearly 50 years, AmeriLife has partnered with the nation’s leading insurance carriers to provide value and quality to customers served through a national distribution network of over 150,000 insurance agents...

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AmeriLife
Gehring Group
Insurance
Palm Beach Gardens
67 Employees
23 Benefits Hiring Now

Gehring Group provides expert Employee Benefits, Risk Management Advisory Services, Health Care Reform, and Technology Solutions to public sector entities. We live by an unparalleled service philosophy and a dedication to protecting the financial assets of our clients. Our goal is for our clients to achieve real dollar savings, while experiencing greater employee satisfaction.

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Gehring Group
Orion180
Insurance • Financial Services
Melbourne
64 Employees
17 Benefits Hiring Now
Orion180 uses innovative technology and exceptional service to provide tailored homeowner's insurance solutions.

Orion180 is a homeowner’s insurance company built on our 3 pillars of success; Do More, Be More, Give More. Our technology allows us to Do More. While the rest of the insurance space languishes with legacy systems, Orion180 utilizes our innovative proprietary system to quote and bind within minutes. Now with the MY180 mobile app, agents can enjoy full quoting...

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Orion180
Loggerhead
Insurance
Tampa
110 Employees
Hiring Now

Loggerhead is a property and casualty insurer that specializes in providing coverage that meets the unique needs of Florida homeowners. We’re a team of insurance professionals with customer service as our core value and we know the importance of attentively serving our policyholders. Loggerhead is powered by modern technology, guided by people who share a commitment to trust, empathy, and always...

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Loggerhead
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,...

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Milliman

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