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Part of winning the night in the room is serving as grand marshall for the parade. So, create a rotating schedule to see who leads the parade every day (though keep in mind that if a mail-in entry is selected as the winner they don't get the prize just a cash equivelant) and see if they deviate from the photogenic heartland of America Stepford-family ideal. And if not, then file a class action lawsuit in the name of all "ugly" Disneyland visitors.
If Disney is not very, very careful in randomly distributing these prizes then they'll run afoul of the laws governing such promotions and this prize is not specifically exempted from the other prizes in the contest. That isn't to say they aren't stacking the game, but if they are they have opened themselves up to some liability.
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