Articles / Worst Toronto Maple Leafs Trades

Worst Toronto Maple Leafs Trades

T
The Hockey Writers
Nov 6, 2025 4:50 PM

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The Toronto Maple Leafs have a storied franchise history, filled with triumphs and heartaches. Among the numerous trades that have shaped the team's trajectory, one stands out as the most disastrous — the 1971 trade that saw them part ways with a young Lanny McDonald. The Leafs sent McDonald, a promising forward, to the Colorado Rockies for a package that included a couple of lesser-known players and a draft pick that ultimately did not pan out. McDonald's subsequent career blossomed in Colorado, where he would become a key player, earning a spot in the Hockey Hall of Fame.

The implications of this trade were far-reaching, as McDonald went on to achieve tremendous success in the league. He was not just a goal scorer; he became an influential figure for the teams he played for. His joining the Calgary Flames infused the franchise with a winning mentality and played a crucial role in their eventual Stanley Cup victory in 1989. Leaf fans often lament this trade, which juxtaposes the team's struggles during that era against McDonald’s illustrious career.

This trade exemplifies the challenges that management faces when evaluating talent and potential. The Maple Leafs, at the time, struggled with identifications of players who could elevate the team's performance. In hindsight, the decision to trade Lanny McDonald is often viewed as emblematic of mismanagement and a lack of foresight by the then-leafs brass. Fans and analysts alike often reflect on the repercussions of this trade as an example of what could have been.

Ultimately, this trade continues to be a sore point for loyal Maple Leafs supporters, as it reminds them of the franchise's missed opportunities. While the team has made strides in recent years, the ghosts of past decisions, like the McDonald trade, continue to haunt discussions around the franchise's path to championship glory.

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