Terry began his ballet training in 1982 at the Ruth Page School of Dance under the direction of Larry Long. In 1994, he joined the Pittsburgh Ballet Theater directed by Patricia Wilde, where he performed leading roles in Don Quixote, Glen Tetley's Le Sacre du Printemps, Balanchine's Rubies, Ohad Naharin's Tabula Rasa, Paul Taylor's Airs and Jirí Kilián's Return to the Strange Land, among others. In 2003, Terry joined the Nationaltheater Mannheim in Germany, where he participated in the creation of 10 works. He joined HSDC in April 2006 and continues to choreograph and teach in his spare time.