Gary di Silvestri (born February 3, 1967 in Staten Island, United States) cross-country skier who unsuccessfully competed for Dominica at the 2014 Winter Olympics in the 15 kilometre classical race. Gary di Silvestri is a graduate of Monsignor Farrell High School in Staten Island, New York, where he was a member of the football, wrestling and track & field teams. He has an undergraduate degree from Georgetown University and a Master of Business Administration from Columbia University. In 1997, di Silvestri founded Deutsche Suisse Asset Management. The Di Silvestris were accused in 2014 of evading paying taxes on the sale of their Turks and Caicos mansion in 2006, but were never indicted.