We’re here to protect your team for tomorrow. Whether your team is your family, business, or your employees, you can depend on Cross Insurance to provide insurance options. With over 1,000 talented employees located throughout the Northeast, our team is ready to partner with you. Cross Insurance offers personal insurance, commercial insurance, employee benefits, and bonds.

- 27th Largest Broker of U. S. Business, Per Business Insurance report ’20 
- 2nd Largest Insurance Broker in Massachusetts, per Boston Business Journal ’22 
- Official Insurance Broker of the New England Patriots, Gillette Stadium, the Boston Bruins, the Boston Red Sox, and New England Revolution  

Cross Insurance was founded in 1954 at the kitchen table of Woodrow W. Cross. Four generations later, it is still family owned and operated. Cross Insurance is headquartered in Bangor, Maine. 


Insurance

Support Services

Cross Insurance

Jonathan Cross

Jaclyn Pitcairn

Bruce Nickerson

Giles Boucher

Elizabeth S Tarricone (she/her)

Amy Reese

Paula Dimillo

Christopher Plympton

Francis Ferland

Eric Jermyn

Mark S. Sawyer

Sales and Account Management

Leadership Team

Finance and Accounting

Information Technology

Human Resources and Talent Acquisition

Teams at Cross Insurance

Sales and Account Management

Leadership Team

Finance and Accounting

Information Technology

Human Resources and Talent Acquisition