Mikhail Shishman
tsar of Bulgaria
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Mikhail Shishman was a tsar of the Second Bulgarian Empire who reigned from 1323 to 1330. His rule was marked by conflict with neighboring states, particularly Serbia. In 1330, Mikhail Shishman was defeated and killed by the Serbs at the Battle of Velbazhd, leading to Bulgaria losing its Macedonian territories to the Serbian Empire. This marked a decline for the Second Bulgarian Empire, which eventually fell to the Ottoman Turks in 1396.123
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