In 2005, with Ray leading the Eskimos again, the Eskimos and Alouettes met in the Grey Cup game for the third time in four years. Once again, the Eskimos were victorious in the rubber match, winning in overtime, 38–35, after an ill-advised move by the Montreal quarterback, Anthony Calvillo took a penalty by throwing the ball twice on the same play, and then getting sacked by Charles Alston. This decision put Montreal in a 3rd and 30 situation, and handed Edmonton their 13th Grey Cup Championship. Ray was named Grey Cup MVP for his performance.