Greenberg also served as soccer team captain for 1998 and 1999, and was a striker and four-year starter. Greenberg was a three-time all-conference, all-area, and all-state selection. He was named all-New England and All-America in 1998, during which season he set the school season record with 17 assists. Greenberg was also the team and area most valuable player in 1998, and helped lead Guilford to the state soccer title in 1996. Greenberg holds the school record for career assists, with 33.