DeBrusk, 27, has been a pain in the Leafs' behind during three series' against them in the Stanley Cup Playoffs - 2018, 2019 and 2024.
According to StatMuse, Jake DeBrusk has recorded 14 points (nine goals, five assists) in 21 career playoff games against the Maple Leafs. His biggest playoff game against Toronto came in Game 7 of their first round matchup in 2018 where he scored twice as Boston won the series 4-3.