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Despite the success in her role as Alex Mack Oleynik decided to attend college. After The Secret World of Alex Mack ended its run Oleynik had a starring role in the film 10 Things I Hate About You as Bianca. The film was released in April 1999 and did fairly well at the box office grossing a total of $38 million domestically.
During her period as a teen idol Oleynik was described as "one of America's favorite 15-year-olds" and "the proverbial girl next door". Throughout the 2000s Larisa Oleynik has mostly appeared in lower-budget films.