I don't really disagree with anything you said, especially if you're going by Stanley cups. I think its virtually impossible for there to be any team as dominant in an era like the 80s islanders or oilers so its kind of a crapshoot for teams nowadays. Chicago is a good a bet as any but who knows how that holds up even by like 2018.
Also its unfortunate that there are many great teams that didn't win as much or at all, especially in the last couple decades. The Pronger St. Louis Blues of the late 90s-early 00s and San Jose Sharks of the past decade or so come to mind. Hell even the 2000s Senators were crazy good but sadly only had one finals appearance. Parity kills sometimes.
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