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As far as I can tell no Newfoundland native has ever been on a team that has won the Cup. Daniel Cleary who plays with Detroit has a good chance this year as the Red Wings are the best team in the League right now.
UPDATE: Good prediction! Dan Cleary, born in Carbonear, Newfoundland, did indeed become the first Newfoundlander to win the Stanley Cup with the Red Wings in 2008
What else can I help you with?
When did the Minnesota Wild win their first Stanley Cup?
The Minnesota Wild have not yet won a Stanley Cup.
Did Jordan tootoo win the Stanley cup?
No, he did not win the Stanley Cup.
When did the Penguins win the Stanley cup in the 80's?
The Penguins did not win the Stanley Cup in the 80's.
When did the Montreal Canadiens win their first Stanley Cup?
The Montreal Canadiens won their first Stanley Cup in 1916.
What goalies did Edmonton have in their first Stanley Cup win?
Grant Fuhr
Where did the Blackhawks win their first Stanley Cup?
Chicago Stadium, Chicago
Who was the first finish goaltender to win a Stanley Cup?
it was Anti Neimei
Who is the first Asian player to win the Stanley Cup?
Jim Paek.
Who was the first Nova Scotian to win the Stanley Cup?
Mike McPhee.
When did the New York Rangers win their first Stanley Cup?
The New York Rangers first Stanley Cup championship came in the 1927-28 season.
When did the Ottawa Senators win their first Stanley Cup?
The Ottawa Hockey Club (nicknamed the Senators) first won the Stanley Cup in 1903 when it was a challenge cup.The current version of the Ottawa Senators has not won the Stanley Cup.
Who won the 1934 Stanley Cup?
In the 1934 Stanley Cup final, the Chicago Blackhawks beat the Detroit Red Wings in 4 games (3-1) to win their first Stanley Cup.
