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Pinckney's portrait seen in the show.

Charles Cotesworth Pinckney was an American Founding Father, Ambassador to France, Revolutionary War Prisoner, and presidential candidate. However, he is now mostly known as the guy who decided that "shavesty" (a portmanteau of the words 'sham' and 'travesty') isn't a word. He also invented school dances and made them mandatory in the Constitution. Every time any of these changes is mentioned, either George, Harold, or Mr. Krupp yell, "Darn you, Charles Cotesworth Pinckney!" at a painting of him. However, he did not do this in real life. When DJ Drowsy Drawers arrives to crash the Enchanted Waiting Room dance, it is also said that he wrote a third change which was interrupted by a fourth wall break from George (which he also did not do in real life).

He first appears in "The Dreadful Debacle of DJ Drowsy Drawers. He returns in "The Confusing Crisis of the Conniving Captive", where it is said that he wrote another addition to the Constitution when no one was looking saying, "When villains spring a trap, they must always slow clap" (which is not actually true), and that he has a Hamilton-style play called 'Pinckney' in his honor.