Who We Are

Cross Insurance is a family owned insurance agency with over 40 branches throughout New England, Metropolitan New York, and Florida. Established at the kitchen table of Woodrow Cross in 1954, today we have become one of New England’s largest independent insurance intermediaries. 

Cross Private Client Insurance serves as the flagship brand in serving successful individuals and families with customized programs, market knowledge, and best in class personal insurance related services. 

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 for the best 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.

Representing Trusted Names

Our Communities

We are proud to have 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. 

Our Team

Darien, Connecticut

Ryan Garrity Headshot

Senior Vice President

Kristina Gregory Headshot

Private Client Executive

Senior Account Manager

Senior Account Manager

Claims and Billing Advocate

Senior Account Manager

Private Client Services

Private Client Advocate

Ridgefield, Connecticut

Debbie Heron Headshot

Senior Account Manager

Duxbury, Massachusetts

Ed Rovegno Headshot

Risk Management Director

Palm Beach, Florida

Senior Account Executive

Private Client Executive