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LeAnn Rimes
Quickly rising to stardom at just 13 years old with her version of Bill Mack's song "Blue," LeAnn Rimes became the youngest individual Grammy winner in 1997 when she took home trophies for best new artist and best female country vocal performance. Following that record-breaking year with her biggest hit to date, "How Do I Live," in 1997, Rimes has released a total of 11 albums in her career, along the way breaking into the acting world with roles in 2000's Coyote Ugly and a few TV movies.