 Degree graduated from Bellows Free Academy, St. Albans, in 2003, completed a post-graduate degree from Tilton School in 2004, and attended Norwich University and the University of Vermont.He previously worked in the office of Governor Jim Douglas.In June 2010, Degree left his job in the governor's office to run for the Vermont House of Representatives, seeking the Franklin-3 District seat in the General Assembly to represent St. Albans City.