Drummond was the opening leg of the silver medal-winning American 4 × 100 m relay team at the 1996 Summer Olympics and reached the semi-finals of 100 m. In 1997, Drummond won his only US National Championships title in 200 m and at the World Championships, Drummond was seventh in 200 m. In 1999, Drummond suffered a third case of spinal meningitis but managed to recover to run the opening leg in a gold medal-winning American 4 × 100 m relay team at the 1999 World Championships.