|Lord Stanley of Preston|
|Albert Grey, 4th Earl Grey|
Here's a breakdown of Stanley Cups weighted by the number of teams the champion had to be better than to win it. For example, the Leafs' last cup in 1967 is weighted at 5 as this is the number of teams they had to beat to become champions. Last year the Kings had to be better than 29 other teams to win their cup. Obviously it is harder to win in 2012 than it was in 1967. Whether a Stanley Cup worth now is worth five or six times what it did 45 years ago is open to debate, but that's how these numbers are calculated. The data begins with the 1927 season, as this was the first year where the Stanley Cup could only be won by a team from the NHL.
Using the weighted totals, modern dynasties from Edmonton, New Jersey and Long Island rank better because of more competition in the league. The Maple Leafs on the other hand have more cups, but all were won against thin competition (almost entirely from the six-team NHL era). In this context Toronto's 15 Grey Cups are more impressive than 11 Stanleys. Detroit won seven cups prior to expansion, but four since, so overall the Red Wings do very well. And to no one's surprise, the Canadiens are in a class by themselves, winning over one quarter of the 85 Stanley Cups since 1927. The Habs have won often and consistently in original and modern times.
Of course, once the Oilers string together another five or six cups, there will be a new leader in the weighted standings.