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A Jackknife to a Swan is the seventh album by The Mighty Mighty Bosstones. It was released on July 9, 2002 by SideOneDummy Records. This album marked the band's return to an indie label, and was the last album released by the group before their four-year hiatus between 2003 and 2007. The Mighty Mighty Bosstones would not release their next studio album until Pin Points and Gin Joints in 2009.
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.
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