Angelina Jolie critic Peter Stack wrote, "Jolie, working through an overwritten part, is a sensation as the desperate club crawler learning truths about what she's willing to gamble." She won the Breakthrough Performance Award from the National Board of Review. In 1999, Jolie starred in the comedy-drama "Pushing Tin", alongside John Cusack, Billy Bob Thornton, and Cate Blanchett. The film met with mixed reception from critics, and Jolie's character—Thornton's seductive wife—was particularly criticized; writing for "The Washington Post", Desson Howe dismissed her as "a completely ludicrous writer's creation of a free-spirited woman who weeps over hibiscus plants that die, wears lots of
Angelina Jolie main character in what was hoped to be a comeback for her, the film instead marked Jolie's final breakthrough in Hollywood. She won her third Golden Globe Award, her second Screen Actors Guild Award, and an Academy Award for Best Supporting Actress. For "Variety", Emanuel Levy noted, "Jolie is excellent as the flamboyant, irresponsible girl who turns out to be far more instrumental than the doctors in Susanna's rehabilitation." In 2000, Jolie appeared in her first summer blockbuster, "Gone in 60 Seconds", which became her highest-grossing film to that point, earning $237.2 million internationally. She had a minor role as