Michael Shishman of Bulgaria

Born between 1280 and 1292, of Ivan Asen II () and Irene Komnene of Epirus. He was also a distant cousin of his predecessors on the Bulgarian throne, Theodore Svetoslav () and George Terter II (). After the peace between his father and Stefan Milutin in 1292, Michael Shishman was engaged to Milutin's daughter Ana and they married in 1298 or 1299. Since the middle of the 13th century, the area of Vidin had been autonomous under ineffective Bulgarian overlordship, and was ruled successively by Yakov Svetoslav (), Shishman (died between 1308 and 1313), and then Michael Shishman. Shishman and his son received the high courtly title of despot from their cousin Theodore Svetoslav and the latter was referred to in a contemporary Venetian source as a Despot of Bulgaria and Lord of Vidin. According to some historians he was chosen because he was a descendant of the Asen dynasty and interpret his accession to the throne not as the beginning of a new dynasty but rather as a continuation of the House of Asen. His half-brother, Belaur, succeeded him as despot of Vidin. ==Relations with the Byzantine Empire==

War against Byzantium The sudden death of George Terter II had been followed by a brief period of confusion and uncertainty, which was exploited by the Byzantine emperor Andronikos III Palaiologos. The Byzantines overran northeastern Thrace and captured a number of important cities including Yambol, Lardea, Ktenia, Rusokastro, Anchialus, Sozopol and Agatopol. At the same time, a Byzantine-sponsored pretender, Voysil, brother of the former Bulgarian emperor Smilets (r. 1292-1298), ensconced himself in Krăn, controlling the valleys between the Balkan mountains and Sredna Gora from Sliven to Kopsis. At this point the newly elected Michael Shishman marched south against Andronikos III, while another Byzantine army led by Andronikos III himself was besieging Philippopolis (Plovdiv). Defended by a Bulgarian garrison led by Ivan the Russian, the siege was a failure despite the Byzantines use of a 100-soldier, five-story siege tower. While the Byzantine army was engaged at Philipopolis, Michael Shishman led his troops to north-eastern Thrace and quickly retook the lost cities thus forcing the Byzantines to pull back. Despite the loss, Michael Shishman was able to expel Voysil and fully recover Bulgarian control over northern and northeastern Thrace in 1324 which had been taken by the Byzantines in the previous year during the interregnum. Again in 1324, the Bulgarian emperor invaded Byzantium advancing as far as Traianopolis and Vira in the lower course of the Maritsa river. Andronikos III was unable to engage the Bulgarian army because his troops were outnumbered. He offered Michael Shishman a duel to solve the conflict. The Bulgarian emperor answered with the words cited by John Kantakouzenos: The Byzantine emperor was said to have been infuriated with the answer and the fact that he was outsmarted. However, Michael III who was informed of the conflict between Andronikos III and Andronikos II hinted him that he could help Andronikos III against his grandfather in case of war and returned to Bulgaria promising that soon he would begin negotiations. The exact reasons for that act are unclear. Many historians suggest that the deterioration of the Bulgarian-Serbian relations was rooted in the Serbian penetration in Macedonia. The marriage cemented the peace treaty with the Byzantine Empire but the need for an ally against the Serbs made Michael Shishman prone to make concessions. It was decided that the border should follow the Philippopolis-Chernomen-Sozopol line. In 1327 Michael Shishman became involved in the renewed civil war in the Byzantine Empire, taking the side of his brother-in-law Andronikos III, while his grandfather and rival Andronikos II obtained the support of the Serbian king. Andronikos III and Michael Shishman met at Chernomen (according to Nicephorus Gregoras at Dimotika) and concluded an aggressive alliance against Serbia. The Byzantine emperor promised to Bulgaria territory with several towns and large amount of money if he would become a sole emperor. Based on that alliance, Andronikos III gained control of Macedonia but his success made Michael Shishman, who aimed at a prolonged conflict within the Byzantine Empire, enter into negotiations with Andronikos II, offering military support in exchange for money and the cession of some border lands. The Bulgarian ruler sent a detachment of 3,000 cavalry, commanded by Ivan the Russian, from Yambol to guard the Imperial Palace in Constantinople and Andronikos II but his intentions were to capture the old emperor and the city. Forewarned by his grandson, Andronikos II prudently kept the Bulgarians away from the capital and his person. When Michael Shishman understood that his plans were revealed he sent Ivan a letter with a single feather to retreat which meant that the orders had to be promptly executed. Following the victory of Andronikos III over his grandfather, Michael Shishman attempted to gain some lands by force. He invaded Thrace in June 1328 and pillaged the vicinities of Viza but retreated before the advance of Andronikos III. Another showdown in front of Adrianople 60 days later ended without battle and with the renewal of the peace treaty in October 1328, after which Michael Shishman returned to his country, but not before securing a large payoff. In return, the Bulgarians gave back the fortress of Bukelon which they had taken during the initial stages of the campaign. At the beginning of the next year the Bulgarian emperor requested a personal meeting with his Byzantine counterpart to negotiate a definitive treaty and joint military operations against the growing power of Serbia. In the locality known as Krimni between Sozopol and Anchialus the two signed "lasting peace and eternal alliance". ==Relations with Serbia==

, a frescoe in the Visoki Dečani The divorce with Anna Neda in 1324 worsened the relations between Bulgaria and Serbia which had been cordial since the beginning of the 14th century. Anna Neda had to leave the capital Tarnovo with her sons and sought refuge from her brother Stephen Dečanski, the king of Serbia. After the agreement with Andronikos III in 1329, Michael Shishman started preparations to attack while the Serbs were pillaging the areas around Ohrid. According to the Serbian chroniclers, he arrogantly demanded the submission of the Serbian king and threatened to "set up his throne in the middle of the Serbian land". In 1330, expecting to join the army of Andronikos III advancing from the south, Michael Shishman marched on Serbia with a large force of 15,000 troops, including reinforcements from his vassals and allies from Wallachia and Moldavia. Due to poor coordination with the Byzantines, the Bulgarian army met the Serbs, whose army numbered 15,000 men as well, alone near Velbazhd (Kyustendil). On a personal meeting, the two rulers agreed to a one-day truce as both were expecting reinforcements. Backed on the agreement, Michael Shishman allowed his army to disperse in search for provisions. However, in the morning of 28 July, the main Serbian reinforcements, 1,000 heavily armed Catalan horsemen mercenaries under the command of the King's son Stephen Dušan arrived, and the Serbs broke their word and attacked the Bulgarians. Despite the unexpected assault, Michael Shishman tried to bring his army to order but it was too late and the Serbs were victorious. ==Death and legacy==

where Michael Shishman was buried. The circumstances around the death of Michael Shishman are unclear. According to the Byzantine emperor and historian John Kantakouzenos the emperor was mortally wounded in the battle and soon died The Serbian chronicles state that his horse fell during the battle and crashed his body. When his body was taken to Dečanski, he mourned him but pointed out that he preferred war to peace. The early 15th-century Bulgarian scholar and cleric Gregory Tsamblak says that Michael Shishman was captured and killed by the son of the Serbian king, Stephen Dušan. Michael Shishman is considered a vain, aggressive, and opportunistic ruler, whose Protean foreign policy perhaps contributed to the battle that put an end to his life. At the same time, he was clearly forceful and energetic, overcoming and reversing Bulgaria's losses during the uncertainty that preceded his accession, and managing to maintain internal peace and security within Bulgaria during his short reign. Andreev calls him the most remarkable 14th-century Bulgarian monarch. Michael Shishman's seal is depicted on the reverse of the Bulgarian 2 levs banknote, issued in 1999 and 2005. ==Family==

Michael Shishman was married first to Ana of Serbia, a daughter of King Stefan Uroš II Milutin of Serbia. By this marriage he had several children, including Ivan Stephen, who succeeded as emperor of Bulgaria (r. 1330–1331), Michael, who was titled despot, perhaps in Vidin, Shishman, and Lodovico, attested as titular emperor of Bulgaria in Italy. By his second marriage to Theodora Palaiologina, a daughter of Michael IX Palaiologos of Byzantium, Michael Shishman had several children whose names are unknown. ==Timeline==

• 1291 — Michael Shishman is engaged to Anna Neda of Serbia • 1298 or 1299 — Marries Anna Neda • By 1308 — Becomes Despot of Vidin • 1323 — Elected Emperor of Bulgaria by the nobility, uses the name Michael Asen • 1324 — Successful war with the Byzantine Empire; divorces his first wife to marry Theodora Palaiologina • 1327 — Involvement into the Byzantine civil war; Treaty of Chernomen • 1329 — Definitive peace treaty with the Byzantines; anti-Serbian agreement • 28 July 1330 — Battle of Velbazhd; Michael Shishman is mortally wounded and dies ==Notes==