Brendan Shanahan’s time with the Maple Leafs came to a close Thursday after 11 years of tumult, progress and plateaus. Sportsnet’s Sonny Sachdeva looks back at some of Toronto’s best and worst moves of the era.

Shanahan leaves in his wake a number of memorable moments and key decisions that still impact the team on and off the ice.

When I say Toronto didn't stand a chance, I don't mean against Florida. Ordinarily, those Maple Leafs could absolutely beat the Panthers. Instead, what Toronto didn't stand a chance against was history. The Leafs were always going to blow this game. There was waaaaaay too much stink involved all around for Toronto to get it done.