The Epic Journey of James ‘Wink’ Winkfield

He was on the doorstep of becoming America’s greatest Black race rider. One of just five men to win back-to-back Kentucky Derbys (1901-1902), he barely missed a third victory the following year. But, the story of James “Wink” Winkfield being a great jockey would just be a slice of his existence. Has any jockey led a more incredible life?

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