Alexander played college basketball for the Virginia Cavaliers and was selected in the 1995 NBA draft by the San Antonio Spurs.

He played seven seasons in the National Basketball Association (NBA) with the Spurs, Denver Nuggets, Orlando Magic and Charlotte Bobcats.

Alexander developed his passion for basketball through playing at a YMCA in Waynesboro, Virginia, where a man his mother dated served as the program director.

[2] Alexander transferred to Flint Hill School for his junior season and emerged as among the top college basketball prospects.

[3] Alexander narrowed his college basketball team decision down to the Virginia Cavaliers and Arizona Wildcats.

[4][5] Alexander's 401 career assists are eighth highest in Cavaliers history and he ranks 24th on the team's all-time scoring list with 1,286 points.

[7] Alexander played in Italy for Virtus Roma during the 2003–04 season and averaged 11.1 points, 3.2 rebounds and 2.8 assists per game.

[7] On February 28, 2005, Alexander signed with the Charlotte Bobcats as the team needed to improve their depth at the point guard position.

[6] Alexander played for the United States national team at the 1993 FIBA Under-21 World Championship where he won a gold medal.

[6] On September 26, 2011, Alexander was announced as an assistant coach for the NCAA Division III basketball team at Hampden–Sydney College.