• The $500 bill featured a portrait of William McKinley
• The $1,000 bill featured a portrait of Grover Cleveland
• The $5,000 bill featured a portrait of James Madison
• The $10,000 bill featured a portrait of Salmon P. Chase
• The $100,000 bill featured a portrait of Woodrow Wilson

Although they are still technically legal tender in the United States, high-denomination bills were last printed in 1945 and officially discontinued on July 14, 1969, by the Federal Reserve System. The $5,000 and $10,000 effectively disappeared well before then: there are only about 200 $5,000 and 300 $10,000 bills known, of all series since 1861.

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