He made his first start against the Montreal Alouettes, replacing an injured Greg Peach. He was released by the Eskimos on May 16, 2011. Pettway was signed by the Calgary Stampeders on June 18, 2012. He was released by the Stampeders on January 30, 2013. On September 2, 2008, Pettway was in a car with his former Jaguars teammate Richard Collier when Collier was shot 14 times, leaving him with life-threatening and career-ending injuries. Pettway was unharmed.