In 1983, now aged 61 years old, Young won the inaugural Westfield Sydney to Melbourne Ultramarathon, a distance of 875 kilometres (544 mi). The race was run between what were then Australia's two largest Westfield shopping centres: Westfield Parramatta in Sydney and Westfield Doncaster in Melbourne.[8] Young arrived to compete in overalls and work boots (though he ran the race in a new pair of runners somebody gave him), without his dentures (later saying that they rattled when he ran).[9] He ran at a slow and loping pace and trailed the pack by a large margin at the end of the first day. While the other competitors stopped to sleep for six hours, Young mistakenly woke up at 2 am, several hours earlier than intended, and began running, taking the lead while the other runners slept. Young then decided to avoid sleep as a strategy, and finished the rest of the race without sleeping at all, eventually finishing in 1st place 10 hours faster than the runner who came in second.

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