This song dates back several years. However, the album version differs to the one Spektor used to play in concert as she explained in publicity materials: "I usually play that just by myself with a piano, but I did a show last summer and my friend Reggie Watts beat-boxed on it, so we had him send his tracks to London and programmed it and played over that. And I got to us a vocoder for the first time and fell in love with that! Amazing instrument... would make me sad when I heard my voice through it. Sounded like the saddest instrument in the world."
"The Night Chicago Died" was written and recorded by the British group Paper Lace. They talk about Al Capone in the song, but got a lot of details wrong - understandable since they wrote it based on gangster movies.