“Goodbye Earl” (2000) by The Chicks from the Fly album.

The music video for this song is a classic. Starring Jane Krakowski and Lauren Holly as Mary-Anne and Wanda, and Dennis Franz as Earl, it’s a reminder of how music videos were Hollywood level productions. The song itself created controversy upon release, for its explicit discussion of domestic abuse. Radio stations limited its airplay, ultimately hurting its chart performance but the music video and its high quality production made this song a country music classic.