Billboard Music Award for Top Country Artist Awards: The following individuals received two or more Top Country Artist nominations: Billboard Music Award for Top Country Artist The "Billboard" Music Award for Top Country Artist recognizes the most successful country artists on the Billboard Charts over the past year. Garth Brooks has won the most awards with three. Since 2011, Taylor Swift and Luke Bryan are the only artists to have won the award twice, and is also the only artist to be nominated for it every year it was awarded until 2015 and 2016. Dixie Chicks became the first group to win it in the 1999 Billboard
Entertainer of the Year Billboard (North America) Singles – Billboard (North America) Entertainer of the Year Entertainer of the Year is the twenty-first studio album by American country music singer-songwriter Loretta Lynn. It was released on February 26, 1973, by MCA Records. This was Lynn's first album with MCA following Decca's consolidation into the MCA label. This album was titled after Lynn received the "Entertainer of the Year" award from the Country Music Association the previous year, becoming the first woman to win that award. The album peaked at No. 1 on the "Billboard" Top Country Albums chart, becoming her fourth album to top