Hoping to become a triple threat - actor, singer and dancer - like her idol, Ann-Margret, Lohan began showcasing her singing talent through her films.[58] For the Freaky Friday soundtrack, she sang the closing theme, "Ultimate"; she also recorded four songs for the Confessions of a Teenage Drama Queen soundtrack.
Producer Emilio Estefan, Jr. signed Lohan to a five-album production deal in 2002. "The minute I heard her sing, I knew she was gifted," he said, "and [she] has an incredible ability to connect with her audience. I am very excited to be working with her." Lohan — who said she was "extremely excited" — added, "I am surrounded by a group of very talented people."[59] Two years later, Lohan signed a recording contract with Casablanca Records, headed by Tommy Mottola. In 2006, Lohan was switched from Casablanca to Motown Records by Universal Music Group
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