Toronto Maple Leafs (2013)
The Maple Leafs thought that they were leaving over a decade of trauma behind them. They endured years of misery since 2004’s canceled season but sought redemption. It was in their hands against the Boston Bruins in their first-round playoff clash. They led by three goals in the third period and left fans licking their lips at the prospect of a deep run.
Then they suffered a meltdown of historic proportions. They shipped four consecutive goals as the Bruins came roaring back to win the game in overtime. This was the most Toronto result ever and their numb fans went home with broken hearts. It remains one of the most notorious results in NHL history (via Sporting News).