A 1999, Jolie ta fito ne a cikin wasan kwaikwayo na wasan kwaikwayo Pushing Tin, tare da John Cusack, Billy Bob Thornton, da Cate Blanchett. Fim din ya sadu da karɓar karɓa daga masu sukar, kuma halayen Jolie <unk>Thornton matar matarsa <unk> an soki shi musamman; rubuta don The Washington Post, Desson Howe ya watsar da ita a matsayin "halittaccen marubuci mai ban dariya na mace mai 'yanci wanda ke kuka a kan tsire-tsire masu tsire-tsire da suka mutu, suna da zoben turquoise da yawa kuma suna jin kadaici lokacin da Russell ya ciyar da dukan dare daga gida. "Jolie sa'an nan kuma ya yi wasa tare da Denzel Washington a The Bone Collector (1999), wasa da wani jami'in 'yan sanda wanda ke taimakawa dan sanda na Washington wanda ke da kariya.
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