The Leafs have not beat the Bruins in the playoffs since 1959.
As the 2024 Stanley Cup Playoffs are set to begin on Saturday, there are many questions heading into the eight exciting first-round matchups.
It is no secret, the Leafs have a tumultuous history with the Bruins. In three playoff matchups between the Original Six rivals from 2013 to 2019, Boston won all three times in seven games.
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