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If my history serves me right $20,000 was the highest bill ever in circulation, but it was taken out because too much wealth could be contained in a small space which facilitated the Prohibition - so it was removed and $100 became the biggest bill that is used.

Correction and clarificationThere never was a $20,000 bill and large denominations weren't eliminated due to Prohibition. The largest circulating bill was $10,000, although a small number of special $100,000 bills were printed during the 1930s for use inside the government.

Printing of large bills ($500 and above) ended in 1945 due to lack of use. In 1969 President Nixon issued an order discontinuing their distribution through the banking system as a way of com batting money laundering by organized crime. In spite of the possible current usefulness of larger denominations due to inflation, the same concern about money laundering now applies to terrorists and drug dealers so there is little chance that anything larger than a $100 bill will be printed in the foreseeable future.

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Q: What is the highest US dollar note?
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