The band originated after lead singer Gavin Gardiner wrote songs for a school project while attending Ryerston University. He formed the band with bassist Andrew Wyatt and drummer Chris Cocca, who has left the band.l They originally formed as Friday Morning's Regret, releasing the song "The Wooden Sky" on the Friends in Bellwood compilation album, but opted to change the band's name to The Wooden Sky before releasing their debut album.
Their debut album, released in 2007, is When lost at Sea Band members now include Gardiner (vocals, guitars, harmonica), Wyatt (bass, vocals), Simon Walker (piano, vocals, guitar) and Andrew Kekewich (percussion).
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