Crandell entered the CFL by signing with the Eskimos on May 6, 1997. He dressed for 35 games before being granted free agency on Feb. 16, 2000. Crandell then quarterbacked the Memphis Maniax of the now-defunct XFL and the Scottish Claymores of NFL Europe in 2000. But after failing to stick with the Kansas City Chiefs and Green Bay Packers, he signed a free agent pact with the Stampeders on May 31, 2001. He won a Grey Cup with the Stampeders in 2001 and spent a total of four seasons with Calgary. He signed as a free agent with the Roughriders in March of 2005 and also spent four seasons with the team, primarily as a backup, winning a Grey Cup championship in 2007.