Bill Buckner — 1986 World Series
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Arguably the most infamous gaffe of all-time, Bill Buckner’s error cost the Red Sox the 1986 World Series. Up 3-2 in the series and 5-3 in the 10th, Boston allowed the Mets to tie the game 5-5 in the moments leading up to Buckner’s failure. With two outs and the winning runner on-base, a slow grounder was hit towards Buckner at first. Buckner committed the cardinal sin of not getting down all the way, and the ball bound through his legs. The error forced a Game 7 — New York won 8-5.
