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Jennifer Lynn Lopez
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Jennifer Lynn Lopez

• 1997–99: Breakthrough with Selena and On the 6
In February 1997, Lopez starred alongside Jack Nicholson and Stephen Dorff in the neo-noir thriller Blood and Wine. It was a commercial failure; the $26 million production budget was matched with a domestic gross of $1 million at the box office. Despite this, the film received generally positive reviews from critics. Lopez starred as the title role of the Selena biopic of the same name in March. Despite having previously worked with the film's director on My Family, Lopez was subjected to an intense auditioning process before she was cast in the film. With a production budget of $20 million, the film grossed a total of $35 million domestically. Kenneth Turan of the Los Angeles Times stated that even in the "forgettable films" Money Train, and Jack, Lopez's "presence and ability made her seem just one role away from stardom" and with Selena she's "seized the opportunity and turned in an incandescent presentation that is especially strong during the film's numerous musical numbers". He concluded by calling the film not just a celebration of Selena's life, but also of the actress who portrayed her. After filming Selena, Lopez was "really feeling Latin roots" and cut a demo in Spanish. Lopez's manager then sent the song, titled "Vivir Sin Ti" (Living without You), to Sony Music Entertainment's Work Group, who showed an interest in signing Lopez. Tommy Mottola, the head of the label suggested to her that she sing in English instead.
In April, Lopez starred in the horror film Anaconda alongside Ice Cube and Jon Voight. With a production budget of $45 million, the film grossed a total of $137 million worldwide, becoming a commercial success. Lopez starred alongside Sean Penn and Billy Bob Thornton in the crime film U Turn in October. The film, which is based on the novel Stray Dogs by John Ridley, received generally positive reception from critics. In June, Lopez starred opposite George Clooney in Out of Sight, Steven Soderbergh's adaptation of Elmore Leonard's novel of the same name (1996). Cast as a deputy federal marshal who falls for a charming criminal, Lopez won rave reviews for her performance and became the first Latina actress to earn over $1 million for a role. With a production budget of $48 million, the film grossed a total of $78 million worldwide, becoming a moderate commercial success. Lopez provided the voice of Azteca in the computer-animated film Antz in October. With a production budget of $105 million, the film grossed a total of $172 million worldwide.
Lopez's debut single, "If You Had My Love", was released in May 1999, as she began to ready her first album. Lopez became the first artist to top the Billboard Hot 100 with their debut single since Britney Spears did so with her single, "...Baby One More Time", four months prior. During production of her debut album On the 6, Lopez was aware that she received her recording contract on the premise of her looks and having an already established name in the entertainment industry, and wanted to prove she had musical talent. Prior to the debut of her music, critics wondered why she would take the risk of launching a music career. It was noted that: "If the album was a flop, not only would it embarrass Lopez, but it might even damage her career." "Waiting for Tonight", the third single from On the 6, is widely considered to be Lopez's best song. Lopez's musical success came as a surprise to critics; its launch made the "popular actor even more popular". Both the music industry and the public became intrigued by "this woman who seemed to have so many different talents". By the end of 1999, Lopez successfully converted herself from a film star to a pop star. She joined a select few in achieving this feat, becoming the first since Vanessa Williams (1992) and Martika (1989).

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