He has designed record album sleeves for bands such as Skinny Puppy, Nickelback, A Perfect Circle, BT, Machines of Loving Grace, and Two Steps from Hell.
[3] Crompton approached Gilmore to design the sleeve for the first Skinny Puppy release on Nettwerk Records which led to an ongoing relationship with the label.
In the course of designing for Skinny Puppy, Gilmore developed several custom typefaces for the task.
[4] According to the sprawling history of Canadian popular music Have Not Been the Same, "Steven R. Gilmore was enlisted as the resident artist to design a distinct look for the label’s promotional material and album covers.
Shaping the look of the label would remain crucial throughout Nettwerk’s history…"[5] Gilmore also created the soundtrack artwork and related promotional materials for films such as The Dark Knight, 300, Watchmen and The Lord of the Rings.