McCrank was born in Peterborough, Ontario, Canada, but grew up in Ottawa, Ontario, Canada. McCrank's first-ever skateboard deck sponsor was a small Canadian brand called Cherry Bombs.

He then joined the first incarnation of Plan B Skateboards, when he was discovered by professional skateboarder, Colin McKay, after a brief period with Tony Hawk's Birdhouse company. He was assigned professional status by the company in the late 1990s. Following Plan B's hiatus, McCrank joined the Girl Distribution Company and became a team member of the Girl brand, where he remains in 2014.