Cross Insurance is a family owned insurance agency with over 40 branches throughout New England. Established at the kitchen table of Woodrow Cross in 1954, today we have become one of New England’s largest independent insurance intermediaries. In 2019, we were named the 6th Largest Insurance Broker in Massachusetts. Since our founding, we have successfully acquired over 140 operations, increasing our footprint on the Northeast. With over 900 employees and counting, our friendly and knowledgeable team is ready and capable to provide insurance solutions to fit your unique situation. 


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 for the best insurance solutions. We represent insurance providers that are trusted names in the business to negotiate personal and 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 are proud to have are offices located in many great communities throughout New England. 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.