[4] He was initially active in music as leader of the band Chester Knight and the Wind, in which he was the sole constant member; other supporting musicians over the band's lifetime included his brother Vernon Knight on backing vocals,[2] bass player Darryl Ross,[2] lead guitarists Malcolm Pooyak[2] and Todd Duncan,[5] and drummers K.K.
[6] In 1996 the band released its debut album Freedom,[7] which was shortlisted for Best Aboriginal Recording at the Juno Awards of 1997.
[12] Knight released the album Standing Strong in 2002 as a solo artist,[13] although he still toured under the band name.
[14] Guest musicians on the album included Brandon Friesen, Lucie Idlout, Derek Miller and Paul Carrack.
[14] The album did not materialize, although Knight continued to perform selected festival tour dates in Western Canada.