The album title is a reference to both the elegant Olympic high dive and the death of something beautiful. Dicky Barrett has said in interviews that the title of the album upset his mother greatly, as her maiden name was Swan, as well as her mother's.
An earlier version of "The Old School Off The Bright" was originally featured on a promotional EP titled Fabled Barney and The Population given out at the band's Hometown Throwdown in 2002. The promotional version of the album features an alternate version of the song "Seven Ways to Sunday". "Sugar Free" was later featured in the 2006 movie Beerfest.