Maybe from an independent observer. Not from a fan. The loss in 2007 sucked, but they had choked in the early rounds in 2003, 2004, and 2006. 2007 felt like a success after that. Yes, there's some regrets. The puck deflecting off Lidstrom's stick in the last minute of game 5 was a bad bounce. They weren't beating Anaheim in game 6 on the road. And yes, they'd likely beat Ottawa, which was a one line team.
Still, they won the following year and that erased the pain somewhat. The loss in 2009 still hurts more because they've had no success since then.