DiFranco considers New Orleans to be her second home and favorite place to record. Red Letter Year contains the first batch of songs that she wrote post-Katrina. She told Billboard magazine that this song's sharp critique highlights the fact that, "Katrina is still happening to a lot of people in New Orleans."
Kid Rock's "All Summer Long" is a mashup of "Werewolves Of London" and "Sweet Home Alabama." The album it came from was released in October, 2007, but they held off until summer, 2008 for a more seasonable release.