Sidney Crosby and Alex Ovechkin are set to face off for the 100th and possibly final time in their careers, possibly including the playoffs. This comes as Ovichkin is in the final year of his contract and uncertain about his future. The rivalry between the two players, who have both played for their teams in their rookie seasons, has now spanned two decades. In their previous 99 head-to-head matches, Crosby has the edge in wins (56-43), assists (79-50), and points (127-103). However, Ovechtkin has Crosby beaten in goals, 53-48. The two players are considered among the top 10 players of their generation and have won the Stanley Cup four times.