A native of Jamaica, NY, led the 2005 Herkimer Generals men's soccer team to a National Junior College Athletic Association (NJCAA) national championship. While at Herkimer, Dwight was named two-time All-Mountain Valley Conference Player of the Year, two-time Region III Player of the Year, two-time NJCAA first team All-American, two-time NSCAA first team All-American, and NSCAA Division III Junior College National Player of the Year. After graduating from Herkimer, Dwight received an athletic scholarship to Lynn University in Boca Raton, Florida where he led the Fighting Knights to two consecutive NCAA national tournament appearances and was named Sunshine State Conference Offensive Player of the Year. He was also named a NSCAA third team All-American and a CoSIDA/ESPN the Magazine third team Academic All-American. Dwight went on to play for the Montreal Impact of the United Soccer League First Division, and scored the first goal of his professional soccer career in the 83rd minute of a 2-1 victory over Miami FC. Dwight was the first men's soccer player from HCCC to be drafted by Major League Soccer (MLS).