Top 5 Best Toronto Maple Leafs General Managers of All-Time

VANCOUVER, BRITISH COLUMBIA - JUNE 22: Kyle Dubas (L) of the Toronto Maple Leafs and general manager Lou Lamoriello of the New York Islanders talk on the draft floor during Rounds 2-7 of the 2019 NHL Draft at Rogers Arena on June 22, 2019 in Vancouver, Canada. (Photo by Jeff Vinnick/NHLI via Getty Images)
VANCOUVER, BRITISH COLUMBIA - JUNE 22: Kyle Dubas (L) of the Toronto Maple Leafs and general manager Lou Lamoriello of the New York Islanders talk on the draft floor during Rounds 2-7 of the 2019 NHL Draft at Rogers Arena on June 22, 2019 in Vancouver, Canada. (Photo by Jeff Vinnick/NHLI via Getty Images) /
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VANCOUVER, BRITISH COLUMBIA – JUNE 22: Kyle Dubas  (Photo by Jeff Vinnick/NHLI via Getty Images)
VANCOUVER, BRITISH COLUMBIA – JUNE 22: Kyle Dubas  (Photo by Jeff Vinnick/NHLI via Getty Images) /

2. Lou Lamoriello (July 23, 2015 – April 30, 2018)

Best Trade: Anaheim Ducks trade Frederik Andersento Toronto for 2016 1st Round Draft pick and 2017 2nd Round Draft pick.

Worst Trade: Chicago trades Jeremy Morin to Toronto for Richard Panik

Best FA Signing: Patrick Marleau signs a three year $18.75 million contract

Worst FA Signing: Matt Martin signs a four year $10 million contract

Best Draft Pick: Auston Matthews (2016 NHL Entry Draft, 1st overall)

Worst Draft Pick: Jack Walker (2016 NHL Entry Draft,  152nd overall)

Grade: A

Final Thoughts: There is no GM that did more with less. Lamoriello evaluated a team in a terrible situation, hit the refresh button and executed a perfect rebuild to help the Leafs make the playoffs for the first time since 2004.

1. Conn Smythe (February 14, 1927 – September 1, 1957)

Best Trade: Detroit trades Turk Broda to Toronto for $8K cash

Worst Trade: Detroit trades future considerations (cash)to Toronto for Charlie Conacher

Grade: A +

Next. Why the Leafs Are So Much Better Than the Media Portrays Them. dark

Final Thoughts: In 30 years as the architect of the Toronto Maple Leafs, Smythe made the playoffs 25 times, with 13 Stanley Cup Final appearances, including 7 championships.