#21: Dixie Chicks Sinnin’ and Winnin’ 2000 In 2000, the Dixie Chicks demonstrated their artistic integrity and their clear stranglehold on country music, buoyed by musical know-how and lyrical honesty and eloquence. Their near-sweep remains
#22: Loretta Lynn Entertainer of the Year win 1972 With husband Doolittle absent (he feared for a disappointing evening), Loretta Lynn made history by becoming the first female to capture the award for Entertainer of
#23: Patty Loveless & George Jones “You Don’t Seem to Miss Me” 1997 Their partnership was a moment in hillbilly heaven, as one of the genre’s finest-ever traditional singers joined a terrific artist of the
#24: Ladies of the ’90s The 1990s were a time of tremendous fortune for the leading ladies of country music, with the females in the genre mining more gold and platinum than ever and selling
#25: Willie Nelson & Julio Iglesias “To All the Girls I’ve Loved Before” 1983 The union of two styles of music can often produce dramatically interesting results, and so it was with the 1983 performance of