since the lockout, i'd have to say it's gotta be the sharks and the canucks. That year they won the president's trophy and went to the finals, they had an elite top line, strong secondary scoring, elite goaltending most of the time, and arguably a top 3 defence group. The lack of grit, pride and integrity eventually cost them in the finals which was fun to watch.
Also, just looking at the rosters on paper, gotta think the pens are a pretty disappointing group with the kind of roster core they had to build around. 3 top centers, 2 of which could be considered the best players in the league at any given time, with a relatively decent supporting cast, and only 1 cup (and one runner up) to show for it, yet plenty of playoff disappointment of late also.
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