Five Worst Maple Leafs Trades Of Salary Cap Era

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Mar 22, 2015; Tampa, FL, USA;Boston Bruins goalie Tuukka Rask (40) against the Tampa Bay Lightning during the second period at Amalie Arena. Mandatory Credit: Kim Klement-USA TODAY Sports

June 24, 2006 – GM John Ferguson Jr

This, perhaps, will be the worst trade in modern Leafs history for a very long time. Everyone knows this story and the shame that comes with it.

Toronto has had to watch Tuuka Rask become one of the best goaltenders in the entire world and win a Stanley Cup with the Bruins in 2011.

Andrew Raycroft turned out to be a major bust that the Bruins couldn’t be happier to have washed their hands clean of. The biggest issue with this trade for me is that Raycroft turned in horrible numbers over thirty games the season prior to the trade. He had already turned into a bust before the Leafs traded away Rask for him.

In summary, the Leafs have made some pretty bad decisions over the years but in the salary cap era they’ve dealt away (essentially) Tuukka Rask, Brandon Saad, Roman Josi, Anton Stralman and Alex Steen.

Here’s hoping that this list remains in-tact, and no trades surpass them, for a very long time.

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