The Detroit Red Wings
Since the Red Wings won back-to-back Cups following the 1997-1998 season (yes, when they beat the Caps), no team has won Cups in consecutive years. Only New Jersey has appeared in consecutive finals (1999-2000 and 2000-2001). Eleven different teams have appeared in the finals since Detroit's 1998 Cup.
Why is this so? The Peerless thinks that obvious factor is roster turnover. The Peerless also thinks that the obvious factor could very well be wrong.
Anaheim might be the best team in the NHL, but they will not repeat.