Prebble was a champion jockey in Melbourne before he moved to
Hong Kong in 2002. He held the record for the number of winners in a Melbourne Metropolitan racing season, with 99 winners and one dead heat in 1999–2000, until
Jamie Kah set a new record in July 2021 when she rode her 100th winner for the 2020–21 season. His competition with
Douglas Whyte for the 2009–10 Hong Kong Jockeys' Championship was one of the closest in Hong Kong racing history, with Whyte winning 100 to 99. His winning tally of 78 in the 2010–11 season brought his overall total in Hong Kong to 525. In 2012 Prebble won Australia's most famous race, the
Melbourne Cup, on
Green Moon. He was chosen to ride Green Moon, owned by
Lloyd Williams and trained by
Robert Hickmott, in place of
Damien Oliver, who was dropped from the ride after being accused of betting illegally. Green Moon went on to win the race by one length. Prebble retired from riding in June 2024 to focus on his business Persuader International. ==Major wins==