Making the playoffs twenty years straight hurts your franchise on one way. It makes it very hard to get real studs in the draft. And although it's amazing how well they've done. They've had some setbacks most notably on D. They lost Jiri Fisher to a heart condition, Rafelski to career ending injury and Konstantinov to a freak accident. With Lidstrom probably retiring this year, there is no doubt in my mind the Wings will make a play for a stud Dman, wether it's Sutter or Weber I'm not sure. I do suspect it will be at the trade deadline.
Holland has manipulated the cap masterfully so far, as the Wings haven't had to give up any players of consequence for cap space and have remained contenders.