Considering that he is, in hindsight, seen as a somewhat weak president, Woodrow Wilson was an odd choice for the now-extinct $100,000 bill. I would expect a Washington, a Lincoln, perhaps one of the Roosevelts...but Wilson? Maybe because the heavy hitters of the presidential lineup graced other bills, the Treasury had to dip into the second tier of U.S. presidents/officials for the big notes.
If kids today were aware of any of this, I'm sure there'd be all kinds of jokes about dropping Wilsons, snorting white powdered substances out of Wilsons, etc.
For a possibly accurate crash course in other extinct cash, check out Wiki.
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