Dickon named the album The Painted Side of the Rocket because he and Tom, his younger brother, received a "rocket" from their father one Christmas and played with it throughout their childhood. The rocket was fashioned from a single piece of hardboard, with one side painted glossy green and silver, and two portholes cut out. Tom pointed out to Dickon that their childhood interaction with the rocket was a perfect symbol for the leap of faith all artists take - the artist creating on the unpainted side, all the while never fully aware of the effect.

The track "Confused and Proud" was previously released as a B-side on The Agony Without the Ecstasy EP. This "dreamier" version was re-recorded specifically for the album. The track "I've Agreed To Something I Shouldn't Have" featured on the 2006 compilation album, The Kids At The Club, released by How Does It Feel To Be Loved? "Evening Dress at 3pm" is the only track Dickon did not have any hand in writing. The lyrics and music are by Kate, with lead vocals by Rachel.

Copies of The Portable Dickon Edwards were sold together with the album via the But Is it Art? and Entangled Records website upon release.

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