4.Bill Buckner's Error
1986, Game 6
In reality, it was merely a fielding error in a game already tied after Boston relievers couldn't hold a two-run, two-out lead in the 10th inning of what should have been the game that gave the Red Sox a World Series win. But considering the cursed history of the Red Sox — no World Series championship since 1918; Game 7 losses in 1946, '67 and '75 — there are many who remember the play as if the World Series trophy itself rolled through first baseman Bill Buckner's legs. A rainout gave Boston another day to recover for Game 7, and despite holding and eventually squandering a three-run lead in that game, it was Buckner's error that's held responsible for losing the Series. The Red Sox have not returned to the World Series since.
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