Even Mr. Hockey, the NHL's most prolific scorer until some guy named Gretzky came along, had tough times with the title on the line. In 1948, his second season and first Cup final appearance, Howe failed to record a point as Detroit swept Toronto. In 1949, he tallied two assists as the Wings were swept by the Leafs. In 1966, his 10th and last Cup final, the 38-year-old six-time Hart Trophy-winner came off a solid 29-goal, 76-point season and was held to a goal and an assist in a six-game loss to Montreal that gave the defending champion Habs the Cup. And it's not that Gordie was washed-up by then. He played another five years for the Red Wings, scoring 44 goals and 103 points in 1968-69 before retiring in 1971 and later continuing his career with another six seasons in the WHA plus one more in the NHL.