Forming the Bourbon Tabernacle Choir in Toronto out of high school,[1] he eventually left the band in 1993 after eight years.

[3] Whiteman fronts the band Apostle of Hustle[4][5] with bassist Julian Brown and drummer Dean Stone.

[6][7] Leslie Feist subsequently invited Whiteman to collaborate with Brendan Canning, Kevin Drew, Justin Peroff and herself—then essentially the core members of Broken Social Scene.

Whiteman also collaborated with his wife, singer Ariel Engle, in the band AroarA, which released the EP In the Pines in 2013.

[10] The EP, based on the poetry of Alice Notley, was a longlisted nominee for the 2014 Polaris Music Prize.