Highlights

Unraveling MLB’s Longest Postseason Dry Spells: Which Teams Are Doomed to Wait Forever?

1. Pittsburgh Pirates, 33 Seasons (1993-Present)

From 1990-92, the Pirates made three consecutive NLCS appearances (this was still before the wild-card era). They lost all three, and then went 20 years before reaching the postseason again. From 2013-15, the Pirates clinched three wild-card berths, but only won the Wild-Card Game once (the “Cueto” game). Pittsburgh even had a 2-1 NLDS lead on the St. Louis Cardinals that year, but lost the final two games of the series and fell short of reaching the NLCS once again. From 2013-15, the Pirates had the second-best record in baseball. They never won the NL Central, and only got out of the Wild-Card Game once.

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