14 - Charles Whittingham (1957, 1959, 1970, 1971, 1972, 1975, 1978, 1981, 1983, 1984, 1985, 1986, 1987, 1989)
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As of 2008, no San Juan Capistrano winner has made the trip to Flemington for the Melbourne Cup.
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Since 2007, the winner of the San Juan Capistrano has received ballot free entry into Australia's greatest horse race and the staying championship of the world, the Melbourne Cup.
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In March he defeated Howard Hawks' won the 1½ mile San Juan Capistrano Handicap in track record time and on July 27 beat the best horses on the West Coast in the $100,000 Hollywood Gold Cup.