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  • Tags: Alan-a-Dale

Cook 13881 - James Winkfield Jockey.jpg
This photographic portrait features jockey James "Jimmy" Winkfield.

Winkfield, a native of Chilesburg, Kentucky, won back-to-back Kentucky Derbies in 1901 aboard His Eminence and in 1902 aboard Alan-a-Dale. He was the last African-American to…
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