Who We Are

Cross Insurance is a family-owned insurance agency with over 50 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 2022 and 2023, we were named the 2nd Largest Insurance Broker in Massachusetts. Read More About Our History

The Employee Benefits Division of Cross Insurance is composed of over 120 knowledgeable professionals throughout the Northeast. We are proud to be Maine’s Largest Employee Benefits Provider. We’ve helped thousands of businesses throughout the Northeast provide benefits for their employees, and would be happy to work with your business. We have offices located in Maine, New Hampshire, Vermont, Massachusetts, Rhode Island, and New York

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What We Do

We believe in building winning partnerships to protect your team for tomorrow. Whether your team is your family, business, or employees, you can depend on Cross Insurance to provide you with options for your insurance solutions. We represent insurance providers that are trusted names in the business to negotiate personal insurance, commercial insurance, as well as employee benefits and bonds. From coffee shops to convention centers, our team can provide quality solutions to meet your needs.