Billboard Women in Music of "her success as a recording artist, contributions to the business, and leadership in embracing the changing music business." Every year since then, "Billboard" has honored a female artist with the award. Taylor Swift is the only woman to be honored twice. The most recent winner of this award is Ariana Grande. In 2008, Colbie Caillat was honored with "Billboard"'s first Rising Star award because of "her ascent in the pop charts and the repercussion that her music caused." Every year since then, "Billboard" has honored a female artist with the award. In 2010, Lea Michele was honored with "Billboard"'s
Taylor Swift Collaboration. Swift's headlining tour, the 1989 World Tour, running from May to December 2015, grossed over $250 million, and became one of the highest grossing tours of the decade. Swift was named "Billboard"s Woman of the Year in 2014, becoming the first artist to win the award twice. Also that year, she received the Dick Clark Award for Excellence at the American Music Awards. In 2015, "Shake It Off" was nominated for three Grammy Awards, including Record of the Year and Song of the Year and Swift won the Brit Award for International Female Solo Artist. Swift was one of