In 1975, his parents decided to emigrate to the United Kingdom, due to the then-current turmoil in Africa. It was there that Simon completed his schooling and was chosen to swim in the British International squad. He competed in Olympic trials and qualified for the 1984 Summer Olympics in Los Angeles. The University of Houston and Southern Methodist University in Texas offered him scholarships, where he trained with the United States swimming team, the Mustangs. This would have culminated in him competing in the 1984 Olympic Games. However, after three years of intense training, he decided to quit and return to South Africa, due to his concerns that he was missing out on his social life.