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

Stephanie Cadogan Zsittnik

Dave Branning

Bruce Nickerson

Amy Reese

Paula Dimillo

Christopher Plympton

Francis Ferland

Mark S. Sawyer

The Leadership Team at Cross Insurance is responsible for setting the strategic direction and ensuring the operational success of the company. Comprised of executives with expertise in various insurance domains, the team focuses on risk management, sales, employee benefits, and overall corporate governance to drive growth and enhance client partnerships. Their collaborative approach aims to uphold Cross Insurance's commitment to providing exceptional service and innovative insurance solutions to clients across the Northeast.

Leadership Team

Sales and Account Management

Finance and Accounting

Leadership Team

About

Team members