When comparing who conquered more territory, Alexander the Great conquered far more in terms of sheer land area, while Napoleon controlled more densely populated and economically developed territory in Europe, so the answer depends on how you measure conquest. Alexander the Great, who reigned from 336 to 323 BC, conquered approximately 2 million square miles or about 5.2 million square kilometers, stretching from Greece and Egypt through Turkey, the Levant, Mesopotamia, Persia, to parts of Afghanistan, Pakistan, and northwest India, creating one of the largest empires of the ancient world in just 13 years. His conquests were vast, contiguous, and included the entire Persian Empire. Napoleon, at his height in 1810-1811, directly ruled or controlled through vassal states, allies, and family kingdoms most of continental Europe, from Spain and Portugal in the west to Poland and parts of Germany in the east, covering about 750,000 to 850,000 square miles of directly annexed territory plus influence over another 400,000 square miles, but not nearly as large in area as Alexander's empire. However, Napoleon's empire contained far more people and industrial capacity because it was centered on densely populated Europe. In terms of modern equivalent, Alexander conquered more square miles, but Napoleon controlled more of the world's economic and military power at the time. Both ultimately failed to hold their conquests long-term.
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