In 1999, Jolie participated in the thriller comedy Pushing by director Mike Newell with John Cusack, Billy Bob Thornton and Cate Blanchett. Freddie Mercury Peanuts Playing Piano shirt. The film received mixed opinions from critics and Jolie’s character — Thornton’s charming wife — was harshly criticized. The Washington Post reported that she “was the product of a ridiculous writer who wrote about a liberal woman who cried when her hibiscus wilted, wearing dozens of turquoise rings and feeling indefinitely lonely. when Russell was away from home for many nights. ” Jolie later starred in The Bone Collector (1999), a film adaptation of a crime novel by Jeffery Deaver, with co-star Denzel Washington. Jolie plays Amelia Donaghy, a police officer obsessed with her father’s suicide, which is also a police officer and she is reluctant to help Washington trace the serial killer. The film grossed $ 151 million worldwide,  but still a failure in critics. The Detroit Free Press newspaper concluded, “Although Jolie is always charming, this time, she simply took an inappropriate role.
Jolie joined the supporting role, an anti-social personality disorder patient named Lisa Rowe, in Girl, Interrupted (1999). The film tells the story of the psychiatric patient Susanna Kaysen, an adaptation of Kaysen’s memoir. She received the Golden Globe Award for the third time, the Second Film Actor’s Award and the Best Supporting Actress Oscar. Variety wrote, “Jolie is out of the role of a irresponsible and irresponsible girl who becomes a more colorful remedy than all the rehabilitation Susanna doctors have done.”