In the 2023 NHL Winter Classic against the Pittsburgh Penguins, Jake DeBrusk emerged as the hero for the Boston Bruins, netting both goals in their 2-1 win. The game-winning goal unfolded with less than three minutes left in the third period. On a rush by the Bruins into the offensive zone, DeBrusk positioned himself near the net. Following Casey DeSmith's denial of Taylor Hall's attempt, DeBrusk capitalized on the rebound, banking it in to break the tie.