New York and Boston lead the AL Wild Card chase while Toronto sits atop the AL East. A potential Yankee–Red Sox playoff clash would rank among the game’s all-time grudge matches, elevating late-season drama and fantasy intrigue. Alex Bregman, now with Boston, is hitting .279 with 16 homers and 57 RBI in 99 games and earned his third All-Star berth in 2025.

From a fantasy lens, the duel among these rivals—alongside Toronto’s continued push—creates upside and risk in late-season lineups. Bregman’s presence strengthens Boston’s offense, while the Jays’ position adds volatility to rostering and streaming decisions as the postseason picture tightens.