The song "Sit In With The Band" by Hayes Carll is about a struggling musician who has been drinking all day to cope with his career woes. He dreams of moving on to bigger and better things, but feels like every little thing he does ends up being turned into a country song. He sees other successful musicians on TV, including the person he is addressing in the song, who has been making a killing off of the shoes he is filling. Despite his struggles, the narrator is willing to trade some pleasure for his pain, and asks for just one chance to stand up on stage and have his name called out. He reveals that his friends and mother don't understand his aspirations, but he wants to sit in with the band before he dies. He admires the talent and style of the other musician, but emphasizes that he doesn't need to become famous or have gold records or limousines. He just wants to make music, whether it's backwoods country or rock and roll, and be part of the band. The song is ultimately about following one's dreams and finding joy in the simple pleasures of life.