Mark Messier #3 (Edmonton Oilers)

Messier was the second half of the 1-2 punch that brought Edmonton four Stanley Cups with Wayne Gretzky. Messier made his biggest impact in the 1989-90 season, where (as the Oilers’ captain) he led Edmonton to their fifth championship in seven years alongside a new coach, new starting goalie and with Gretzky playing in L.A. Following his stunning Edmonton career, Messier led the New York Rangers to a heart-stopping Finals victory over Vancouver in 1994. The march to the Stanley Cup included a rugged Eastern Conference Finals series win over New Jersey, highlighted by Messier’s front-page Game Six prediction, “We’ll Win Tonight.”