Crossword clues for the word: JAMESMADISON The word JAMESMADISON has appeared as an answer to at least 7 crossword clues on different crossword puzzles. Crossword clues for JAMESMADISON Showing 1 to 7 of 7 results Clue(s) """Federalist Papers"" contributor from Wisconsin?" "He said ""The advancement and diffusion of knowledge is the only guardian of true liberty"": 2 wds." "He's on the $5,000 bill" "He's on the 5,000 dollar bill" President born in Virginia Shortest president U.S. president who was the first to have served in the House of Representatives, the first to have an inaugural ball, and the first to wear long pants instead of knee breeches (2 wds.)