Westcott is a teacher by profession. In 2011 he was involved in a motorcycle crash that hindered his selection for the 2012 Olympics. His best time in parkrun Australia is 14:23 on 5 October 2013. His time is the best in Australia for parkrun. For his 40th birthday in 2015, his family allowed him to enter the Berlin Marathon where he finished in an Olympic qualifying time. He was selected for the 2016 Olympics, his first Olympics, at the age of 40. Westcott ran a time of 2:22:19 at the Rio 2016 Olympic Games.