It's sickening being a Toronto Maple Leafs fan because even when they beat the Boston Bruins, it somehow hurts them.
For the past 20 years, the Bruins have tourmented this organization. From the Tuuka Rask, Dougie Hamilton and Tyler Seguin trade in the mid-2000s, the 2013 collapse and then three more Game 7 playoff losses, Boston has been Toronto's kyrptonite.
Even when the Leafs thought they were "stealing" a top-four defenseman from them, the Bruins have somehow won another trade. As it currently stands, if Toronto's draft pick falls outside of the top-five in the 2026 NHL Entry Draft, the Bruins will recieve it.