Answer
Wayne Gretzky and Gordie Howe are the only players in NHL history to have worn the number 99. However, during his 22-year career, Mark Messier wore the number 11. Messier began his NHL career with the Edmonton Oilers in 1979. He wore number 11 with the Oilers for his entire time with the team, which included five Stanley Cups. In 1991, Messier was traded to the New York Rangers.