The song "Wish I Hadn't Stayed So Long" by Hayes Carll is about the struggles and frustrations of life on the road as a musician. The lyrics depict a life of constant movement, with the protagonist traveling from town to town, playing gigs, and living in motel rooms. The first verse describes a messy scene of partying and drinking, with broken whiskey bottles and shooting stars scattered across the yard. The protagonist realizes that he's stuck in a cycle of hard living and isn't sure if he'll make it to December if he continues down this path. The second verse touches upon the theme of depression and loneliness that often accompanies life on the road. The protagonist admits that he has all the time in the world but can't seem to figure out why he's feeling so down. The nights are crazy, and the bars are closed, and he realizes that he needs to leave town and start fresh. The third verse talks about the music industry and how it can be both exhilarating and exhausting. The protagonist finds himself in Music City (Nashville) but can't remember why he came there in the first place. He sees all the cliches of the industry, from police cars and paper money to stolen pistols, and knows that he needs to burn his bridges and start over. The chorus expresses regret that the protagonist has stayed on the road for so long and wishes that he had left earlier. The final verse offers a glimmer of hope and freedom as the protagonist and his companions head to Louisiana and the Southland to try their luck once again. Overall, "Wish I Hadn't Stayed So Long" is a song about the highs and lows of life as a traveling musician and the need for change and renewal.