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Kathy Hilton embarks on her search for the next socialite! Meet the 14 young contestants who will compete for the extravagant grand prize package which includes a new apartment and wardrobe for one year, plus a $200,000 trust fund. Kathy will immerse the group in the New York society scene and then lead the contestants through weekly challenges to see how well they can adapt. Those who don’t make the cut will be eliminated from Kathy’s list.

Kathy has the teams participate in a charity auction to raise money for breast cancer. Paris and Nicky join the contestants and show them that being a do-gooder is part of the life of a socialite.

The teams compete in a New York scavenger hunt designed to educate them on culture and art.