The Toronto Maple Leafs began the decade trying to get over Mats Sundin by creating a new team identity around Phil Kessel and Dion Phaneuf.
Needless to say, it did not go well.
Both cornerstone players were signed to ill-advised contract extensions just months before the team wised up and put Brendan Shanahan in charge.
Though the first half of the decade was a frustrating failure, the second half was marked by the Midas touch of Brendan Shanahan as he and his management team build the Leafs through the draft with some of the best players to ever wear the uniform.