Caryl has a Masters in nursing from Boston University. She practiced nursing in the Boston area, and went on to teach nursing and medicine at the college level. When her two children reached high school age, she shifted her career to become a trustee of an independent school and also to serve as a commissioner on the New England Association of Schools and Colleges Accreditation Board. Caryl and her husband Barry, an architect, are both race car drivers. Caryl is a nationally certified high-performance driving instructor and races a Porsche 993 RS Club Sport in about a dozen events around the country every year. She has always loved the outdoors, especially skiing, hiking and playing tennis.