After 11 seasons split between the IHL, AHL and NHL, a 34-year-old Montgomery found himself playing for Salavat Yulaev Ufa in Russia during the 2003-04 season.
Now, flash forward 20 years, and Ovie and the Capitals will be playing in Boston with Montgomery behind the bench tonight. Not only that, but a 37-year-old Ovechkin is chasing NHL history, as he's on the heels of Wayne Gretzky's goal-scoring record.
Ovechkin has scored 32 goals in 52 games this season and sits at 812 for his career. He needs just 82 to catch The Great One, and it's becoming more of a question of when, than will he.