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McGowan made her first appearance in a Hollywood film with a bit role in the 1992 Pauly Shore comedy "Encino Man". Her role in the 1995 dark comedy "The Doom Generation" brought her to the attention of film critics, and she received a nomination for "Best Debut Performance" at the 1996 Independent Spirit Awards. McGowan was subsequently cast in a supporting role in the 1996 hit horror film "Scream".

McGowan at the premiere for Grindhouse in March 2007 McGowan spent the majority of the 1990s appearing in a variety of independent films, including roles in "Southie", "Going All the Way", and "Lewis & Clark & George". In 1997, she appeared in the critically acclaimed short "Seed", directed by San Francisco-born filmmaker Karin Thayer, and played opposite Peter O'Toole in the 1998 film adaptation of the Dean Koontz novel "Phantoms". Notably, McGowan also starred in the 1999 comedy "Jawbreaker", where she played a snooty high school student who tries to cover up a classmate's murder. That role earned McGowan a nomination for Best Villain at the 1999 MTV Movie Awards. In 2001, McGowan was cast as Paige Matthews in the popular The WB television series "Charmed", as a replacement lead actress after Shannen Doherty's departure from the show.