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As well as running Winning Appliances, John is also an experienced sailor who won line honours with his crew on board Andoo Comanche in the 2022 Sydney to Hobart yacht race. The skipper sailed the race alongside his father John Winning Snr, who previously won the Sydney to Hobart line honours back in 1976. John reportedly lives in an eclectic Surry Hills bachelor pad featuring its own private nightclub, a see-through smoking room and a pool, according to the Daily Telegraph.
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