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Pretty Woman is 27 years of age. The average age of the crew onboard is younger than the age of the boat. Skipper Richard Hudson's four rules for winning a yacht race are a well-prepared boat, top crew, go the right way, and finish the race. Richard trusts his boat and his crew beyond all, and says they are his secret weapon. Having trained a number of crew that have gone on to professional sailing, we think the Pretty Woman alumni will rank exceptionally well overall on average.