5 Muammar Gaddafi
Muammar Gaddafi had it coming if anyone ever has. For 42 years the jerkface ruled Libya with a cruel, iron fist. He was filled with strange delusions and psychoses, and would be almost pitiable if he hadn’t been such a terrible person, causing so much pain, suffering, and death. His “reign” ended ignobly in a construction site in 2011, details are murky but surely unpleasant.
4 Benito Mussolini
Benito Mussolini was a giant D-bag, plain and simple. A dictator in every sense of the word, he constantly sought greater power and dominance over his state through violent fascism. He ruled Italy for more than two decades, crushing political opposition, squelching protests, unions, and elementary school bake sales (probably), and then he went ahead and partnered up with this Hitler fellow. When he tried to escape Italy in the last months of the European war in WWII, he was captured and summarily shot in a field.
3 Shaka Zulu
Shaka Zulu is both revered and hated, the latter winning out in the end, as he was assassinated in 1828 (there had been at least two previous attempts). Shaka was a brilliant military thinker, and did much to unite various Zulu clans, but he was also brutal in the face of resistance. And he was nuts: when his mother died, he ordered that no crops were to planted, no pregnancies, and for cattle that gave birth to be slaughtered, so all would know the grief and suffering he felt, even cows. His grief was cut short when he was assassinated.
Sennacherib was an Assyrian king and kind of a jerk. Early in his reign, he distinguished himself by massive building projects, like his relocation of the Assyrian capital to the fabled city of Nineveh. Soon, though, the urge for war and conquest got the better of him. Mostly, Sennacherib focused on destroying Babylon, installing a son as ruler there, and then a few years later invading again and destroying it even worse than before. In 681 B.C. Sennacherib was killed by his own children, likely afraid there would be little left to rule when he was done destroying stuff.
1 Julius Caesar
Julius Caesar was famously killed on the Ides of March in the year 44 B.C. Why? Because he had it coming. He and his ilk helped bring the end of the Roman Republic, ushering in the era of empire and autocratic rule. He was many things, some of them admirable, many of them not. One example of the latter was his voracious appetite for power, which he fed by going so far as to start a civil war in 49 BC. You know the expression “With friends like these, who needs enemies?” That may as well have started with Caesar, who ended with a stabbing.