The worst trade ever by my team? The Toronto Maple Leafs? Where to start, there have been so many. Do you go with the 1st round pick for Tom Kurvers that ended up being Scott Niedermayer? The two 1st round picks(Seguin and Hamilton) and one 2nd round pick to the Bruins for Phil "the Thrill" Kessel? Or do you go with the much maligned Rask for Raycroft trade? 


All of these would rank in the top 5 for any team, but the pick I went with is from the 2011 draft floor in Minnesota. The Leafs traded the Boston Bruins 2011 1st(30th) and their 2nd(39th) to Anaheim to trade up for their 1st(22nd). Now on the surface this does not come off as a bad trade, until you dive into who those picks ended up as. The Maple Leafs used that 22nd overall pick to select Tyler Biggs. Now Biggs was supposed to be the next big thing, he came with size and scoring capabilities. Now the real issue is that he never once suited up in a Maple Leafs jersey. Nor did he ever appear in the NHL period. That is an amazing career line of 0GP 0G 0A. Not great return on any trade.

But surely the Ducks couldn't have had much luck with their two picks. Probably was a weak draft right? Wrong!! With that first pick they snagged Rickard Rakell. Now Rakell was never a superstar but he has put up very solid stats in his career, 447GP 129G and 283P. He was a two time 30 goal scorer. That is a lot of points more than Biggs ever put up. The worst part of this is he wasn't even the best player they picked with the Leaf's picks.
That 2nd rounder ended up being none other than John Gibson. The goalie the Leaf's have been searching for since God knows when. The man who in 287games put up a stats line of 139-103-33 2.53GAA and a SV% of 0.918. 

The complete ineptitude of the Toronto front office never ceases to shock.