The 25 Best Trades in Toronto Maple Leafs History

This list is an attempt at a semi-objective ranking of best trades made by the Toronto Maple Leafs. It makes use of Hockey Reference’s Point Shares metric to rank the trades.

A Point Share is a player’s share of the points his team earns in the regular season. (There are numerous problems with Point Shares, some of which we have listed at the end of this list.)

In order to rank the trades we took the total Point Shares players acquired by the Leafs accumulated for the Leafs and then subtracted the Point Shares the players sent out from the Leafs accumulated for the other team in the trade. We included all trades since the franchise came into existence but please let us know if we missed any.

We did this calculation for only the franchises involved in the trade so Point Shares accumulated for other franchises later on in the career, or if a player returned to the team later, do not count. (Again, the problems with this approach are discussed at the end.)

By our estimation the Leafs have given up way more in regular season Point Shares than they’ve ever received in return. (Though they’ve made a lot of money!) We estimate that, through trades and the waiver wire, the Leafs have given up over 820 Point Shares more than they’ve received. Gretzky is the career leader in Point Shares at 251. So, basically, the Leafs have given up over 3 Gretzkys in terms of regular season wins over the course of the last 100 years.

So the list of best 25 trades is a bit of stretch. It was a lot easier to find the bad ones.

Here they are: the 25 best trades in Leafs history ranked by Point Shares.

All Point Share data as of December 30, 2019

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