Gregory Simmonds (born 16 December 1975) is a retired Jamaican soccer player who played professionally in the USL First Division. Simmonds attended Howard University, playing on the men's soccer team from 1995 to 1998. He graduated as the all-time leading scorer for the Bison. In 1999, Simmonds turned professional with the Hershey Wildcats of the USL A-League. He scored sixteen goals that season and was selected as the A-League Rookie of the Year. His scoring touch led to D.C. United calling him up in January 2000 for two games in the 2000 CONCACAF Champions' Cup. He came on for Jaime Moreno in a 17 January 2000 victory over L.D. Alajuelense. Four days later, he started the game with C.F. Pachuca. Simmonds continued his scoring pace for the Wildcats in 2000, adding another sixteen goals to