Whitehead competed at the
2000 Summer Olympics in
Sydney,
Australia. There he was eliminated in the qualifying heats of the men's
100 m and
200 m breaststroke. He represented
England and won a
bronze medal in the 200 metres breaststroke event, at the
1998 Commonwealth Games in
Kuala Lumpur, Malaysia. Four years later he won a gold medal and silver medal in the breaststroke events at the
2002 Commonwealth Games. At the ASA National British Championships he won the
50 metres breaststroke and the
100 metres breaststroke in 1999. However, in his strongest event, the
200 metres breaststroke, he won the title three times (1998, 1999 and 2000). ==Mentoring and management==