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The Hart Trophy is awarded to the player who is "judged most valuable to his team." I don't know if Reimer will be the real deal or even if he will be a consistent number one goalie, but the fact is if the Leafs are ever in a position to be a real threat in the league, Optimus Reim will have to be playing the best hockey he can. Inevitably he will have to be the team's best player.
Though he's still young and relatively unproven, James Reimer has been able to put up with the immense pressure thrust upon him and perform very well on top. While Reimer most likely will never get a nomination for the Hart Trophy, I feel that he will need to play that kind of caliber hockey in the future for the Leafs to be a legitimate Stanley Cup threat in the future.
In the history of the Hart Trophy only six goalies have ever won and since Jaques Plante won in the 1961-62 season only two: Dominik Hasek won twice and Jose Theodore won once.
Judging from that we can see that the odds of goalie winning the Hart Trophy are very slim but it has been done before. I don't expect Reimer to be the goalie to win this prestigious award but I feel he will have to be the Leafs MVP in order for them to come close to winning it all.
Phil Kessel on the other hand is a player who could easily be the favorite on the Leafs to win this award. Joffrey Lupul has been quoted already saying Phil Kessel is the most unique player he has ever seen. He says that most goal scorers need to be fed the puck in the right spot to put it away, but Phil is the opposite. All he needs is for someone to give him the puck in the open ice and he goes and does the rest.
From that fact alone we can see that Kessel has gotten used to carrying the heavy burden of Leafs nation all by himself, that he himself is all that is needed to get the job done.
Stars are players who can consistently play well with a good team, but the makings of a superstar are when that individual plays consistently well WHILE making the team around him better.
That is the kind of player Kessel seems to be developing into and it is those qualities that could make him the superstar that the Leafs haven't had since the days of Doug Gilmour and Mats Sundin.