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1930s & Earlier / 1935 Pittsburgh Crawfords
The 1935 Pittsburgh Crawfords, champions of the Negro National League, are considered one of the greatest baseball teams ever assembled. Five Hall-of-Famers played on that club: Josh Gibson, Satchel Paige, Judy Johnson, Cool Papa Bell, and Oscar Charleston. Nodody can say for certain how the Crawfords would have fared against major league teams, but it's safe to assume they were better than the Pittsburgh Pirates that year. The Pirates were a fourth-place club in 1935.