Collection: Pittsburgh Pirates

Won three NL titles from 1901 to 1903, played in the inaugural World Series in 1903 and won their first World Series in 1909 behind Honus Wagner. The Pirates took part in arguably the most famous World Series ending, winning the 1960 World Series against the New York Yankees on a walk-off home run by Bill Mazeroski, the only time that Game 7 of the World Series has ever ended with a home run. They also won the 1971 World Series, led by the talent of Roberto Clemente, and the 1979 World Series under the slogan "We Are Family", led by "Pops" Willie Stargell. After a run of regular-season success in the early 1990s, the Pirates struggled mightily over the following decades with 20 consecutive losing seasons from 1993 to 2012—the longest such streak in American professional sports history. The Pirates returned to the postseason in 2013 and advanced to the NLDS. The team qualified for the postseason again in 2014 and 2015. The Pirates currently have the longest World Series appearance drought in Major League Baseball amongst any team with at least one appearance and the longest pennant drought in the National League, their most recent showing being their victory in the 1979 World Series. From 1882 to 2020, the Pirates have an overall record of 10,564–10,446 ( .503 winning 'percentage')