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At first, Alexander Hamilton supported Charles Cotesworth Pinkney over the incumbent candidate President John Adams. Both Adams and Pinkney were members of the Federalist Party, but Adams had received the party's endorsement. Hamilton worked Behind the Scenes, attempting to manipulate the vote to favor Pinkney, but many saw through his politicking. As a result, neither Adams nor Pinkney won the election (Pinkney came in fourth); Thomas Jefferson and Aaron Burr tied with 73 electoral votes each.

The Electoral College was unable to resolve the draw, so the US House of Representatives was called upon to make a final decision. At first, it appeared Burr would be the popular choice, but Hamilton hated Burr with a vengeance and decided to support Thomas Jefferson, whom he hated slightly less. Hamilton finally convinced enough members of the House that Burr was "dangerous" that the Presidency was awarded to Jefferson. Burr became Vice-President. Alexander Hamilton was quoted as saying, "At least Jefferson is honest."

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