The Cumberland Gap is a gorge through the Cumberland Mountains where Kentucky, Virginia and Tennessee meet. Traditionally, a working class coal-mining area, Isbell paints a picture during this track of a poverty-stricken coal miner drinking away his troubles. "Maybe the Cumberland Gap just swallows you whole," he reflects.
"This song is about working class desperation, really," Isbell told Noisey
. "It was written as a tribute to the children of the coal mining regions."