Hamilton clearly predicted Donald Trump in a 1792 letter to George Washington:
“When a man unprincipled in private life, desperate in his fortune, bold in his temper, possessed of considerable talents … despotic in his ordinary demeanour — known to have scoffed in private at the principles of liberty — when such a man is seen to mount the hobby horse of popularity — to join in the cry of danger to liberty — to take every opportunity of embarrassing the General Government [and] bringing it under suspicion — to flatter and fall in with all the nonsense of the zealots of the day — it may justly be suspected that his object is to throw things into confusion that he may ‘ride the storm and direct the whirlwind.’”
