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en.wikipedia.org/wiki/Large_denominations_of_United_States_currency

Large denominations of United States currency greater than $100 were circulated by the United ... despite the amount of inflation that has occurred since 1969 (a $500 bill is now worth less, in real terms, than a $100 bill was worth in 1969).

www.mycreditunion.gov/Pages/money-101-history-united-states-currency.aspx

Image courtesy of United States Secret Service. After the U.S. Constitution was ... of Engraving and Printing. To learn more about the history of money, visit:.