Ray left the NFL after the 1996 season. Following two years out of football, Ray moved to the Canadian Football League (CFL), where he signed with the Edmonton Eskimos on May 12, 1999.[2] In Canada, Ray became a four-time all star. Ray was released by the Eskimos prior to the 2003 CFL season in favor of Singor Mobley.[3] Expected to sign with another CFL team, Ray signed with the Winnipeg Blue Bombers for the 2004 CFL season. After the 2004 season, Ray retired.