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Bill the Intern (2003)

Genres: Comedy, Romance

Bill Mess (Kevin Seldon) is a 30 year old intern trying to make it big in Hollywood. When beautiful Kat Caffey, the boss's daughter (Elizabeth Anne Allen), joins Lightstring Entertainment as the executive in charge of development, Bill tries to win her heart but not if Bill's boss, Ari (Mark Ehrlich), has anything to do with it.