Who We Are

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 2022, 2023, and 2024 we were named the 2nd Largest Insurance Broker in Massachusetts. Since our founding, we have successfully acquired over 150 operations, increasing our footprint on the Northeast. With over 1,100 employees and counting, our experienced team is ready to provide insurance options for you. 

Read More About Our History

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.

We’re Growing

We would love to see how your talent fits in with our team.

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Located in the Northeast
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Insurance Broker in Massachusetts
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Ready to Serve You
Decades of Trusted Experience

Representing Trusted Names

Our Communities

We are proud to have offices located in many great communities throughout New England, New York, and Florida. We support our neighbors in a number of different ways- whether it is donating to local food banks, or volunteering at after school programs. We’re proud of the many ways our offices find to give back. 

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