Crossword clues for the word: WILLIESHOEMAKER The word WILLIESHOEMAKER has appeared as an answer to at least 4 crossword clues on different crossword puzzles. Crossword clues for WILLIESHOEMAKER Showing 1 to 4 of 4 results Clue(s) "Jockey, 8/19" Five-time Belmont Stakes winner He won the Kentuck Derby four times One-time winningest jockey