I thought it was Benjamin that rule the roost as far as the highest actual US currency that existed. This is not actually true. The US government has been printing big bills for a long longer than I even knew. The above picture is a real picture of a $100,000 bill with Wilson as its figure head. The bill was printed at the height of the Great Depression according to Bloomberg on Dec. 18, 1934. The purpose of these bills was to spur inflation and were only used for the Federal Reserve Banking system to facilitate transfer between banks, but never publicly circulated because it is actually illegal to own one. Too bad it is illegal to own one because these would be cool just to own. Hey but with the rise of inflation and the government continually causing prices to rise you never know this may be the only we use in the future to buy basic goods.