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Michael Shishman of Bulgaria

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Michael Shishman of Bulgaria

Michael III Shishman
Tsar (Emperor) of Bulgaria
Silver coin of Michael Shishman.
Reign 1323–1330
Predecessor George Terter II
Successor Ivan Stephan

Anna Neda

Theodora Palaiologina
Issue Ivan Stephan
Father Shishman of Vidin
Born after 1280
Died 31 July 1330

Michael Asen III (Bulgarian: Михаил Асен III, Mihail Asen III, commonly called Michael Shishman (Михаил Шишман, Mihail Šišman)),a[›] ruled as emperor (tsar) of Bulgaria from 1323 to 1330. The exact year of his birth is unknown but it was between 1280 and 1292. He was the founder of the last ruling dynasty of the Second Bulgarian Empire, the Shishman dynasty. After he was crowned, however, Michael used the name Asen to emphasize his connection with the Asen dynasty, the first one to rule over the Second Empire.

An energetic and ambitious ruler, Michael Shishman led an aggressive but opportunistic and inconsistent foreign policy against the Byzantine Empire and the Kingdom of Serbia, which ended in the disastrous battle of Velbazhd which claimed his own life. He was the last medieval Bulgarian ruler who aimed at military and political hegemony of the Bulgarian Empire over the Balkans and the last one who attempted to seize Constantinople. He was succeeded by his son Ivan Stephen and later by his nephew Ivan Alexander, who reversed his policy by forming an alliance with Serbia.[1]

Rise to the throne

Born between 1280[2] and 1292[1] Michael Shishman was the son of the Stefan Milutin in 1292, Michael Shishman was engaged to Milutin's daughter Anna Neda and they married in 1298 or 1299.[3]

Since the middle of the 13th century, the area of [4] According to some historians he was chosen because he was a descendant of the Asen dynasty and interpret his ascenсion to the throne not as the beginning of a new dynasty but rather as a continuation of the House of Asen.[5] His half-brother, Belaur, succeeded him as despot of Vidin.[6]

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.[7] 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.[7][8] 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.[7]

Although Michael Shishman forced Andronikos III to retreat, the Byzantines managed to take the Philippopolis while the Bulgarians were changing garrisons.[9] 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.[10] Again in 1324, the Bulgarian emperor invaded Byzantium advancing as far as Trajanopolisb[›] and Vira in the lower course of the Maritsa river.[11] 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:[12][13]

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.[12]

Peace agreement and involvement in Byzantine civil war

On a council held in Constantinople on the relations with Bulgaria it was decided that the two countries should begin negotiations despite the calls for punishing the Bulgarians for the invasion. Michael Shishman divorced his wife Anna Neda and married Theodora Palaiologina, the 35-years old widow of emperor Theodore Svetoslav.[14] 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.[15][16] 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.[15] The agreement was finally signed in the autumn of 1324 and Michael Shishman spent the next several years at peace with his neighbors.[15][17]

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)[18] 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.[19] 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.[20] 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.[21][22] 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 to retreat with a singe feather which meant that the orders had to be promptly executed.[23]

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.[24] 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.[25] In return, the Bulgarians gave back the fortress of Bukelon which they had taken during the initial stages of the campaign.[26] In 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.[1] In the locality known as Krimni between Sozopol and Anchialus the two signed "lasting peace and eternal alliance".[24]

Relations with Serbia

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.[27] Anna Neda had to leave the capital Tarnovo with her sons and sought refuge from her brother Stephen Dečanski, the king of Serbia.[15] Dečanski, who was engaged in war against his cousin Stephen Vladislav II, was in no position to oppose Michael Shishman.[14] The Bulgarian emperor even acknowledged his rival as King of Serbia but his help to Vladislav was insufficient. In the spring of 1324 Dečanski sent the future Serbian archbishop Danilo II to negotiate with the Bulgarian emperor in Tarnovo but his mission was inconclusive.[18] The two countries were again on the opposite sides in the Byzantine civil war when the Bulgarians allied with Andronikos III while the Serbs supported his grandfather.[14][28][29]

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".[30] 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.[30] At first he headed to Vidin, where historians believe he wanted to join forces with the soldiers of his brother Belaur, and then marched to the south.[31] 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).[32] 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 under the command of the King's son Stephen Dušan arrived, and the Serbs broke their word and attacked the Bulgarians.[33] Despite the unexpected assault, Michael Shishman tried to bring his army to order but it was too late and the Serbs were victorious.[30] The outcome of the battle shaped the balance of power in the Balkans for the next decades to come and although Bulgaria did not lose territory, the Serbs could occupy much of Macedonia.[34]

Death and legacy

The Church of St George where Michael Shishman was buried.

The circumstances around the death of Michael Shishman are unclear. According to the Byzantine emperor and historian Staro Nagoričane.[37]

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.[36] According to Kantacouzenos he desired to expand the country from Byzantium to the Istros, i. e. from Constantinople to the Danube[16][19] which makes him the last medieval Bulgarian ruler who effectively attempted to capture the Byzantine capital. He was also the first Bulgarian ruler for decades who tried to lead a more active policy in Macedonia.[38] Michael Shishman's seal is depicted on the reverse of the Bulgarian 2 levs banknote, issued in 1999 and 2005.[39]


Michael Shishman was married first to Anna Neda of Serbia, a daughter of Stefan Uroš II Milutin of Serbia. By this marriage he had several children, including Ivan Stefan, who succeeded as emperor of Bulgaria (r. 1330-1331), Michael who ruled shortly as despot of Vidin[40] and Shishman. By his second marriage to Theodora Palaiologina, a daughter of Michael IX Palaiologos of Byzantium, Michael Shishman had several children whose names are unknown.



  • 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



^ a: The common usage Michael Shishman is technically inaccurate, as it consists of the name Michael followed by the patronymic Shishman, i.e., Michael [the son of] Shishman. Contemporary Bulgarian and Byzantine sources show that the emperor reigned under the name Michael Asen. He is also known among historians as Michael III Shishman or Michael III Shishman Asen.
^ b: Trajanopolis was a town near modern Feres, situated at 2 kilometres (1.2 mi) of the Maritsa river in Western Thrace.[41]
^ c: The numbers designate which wife each child was born to.


  1. ^ a b c Kazhdan, "Michael III Šišman", p. 1365
  2. ^ Андреев, p. 255
  3. ^ a b Fine, p. 268
  4. ^ Fine, pp. 268–269
  5. ^ Божилов, Гюзелев, p. 562
  6. ^ Fine, p. 269
  7. ^ a b c Андреев, p. 256
  8. ^ "Historia by John Kantakouzenos" in GIBI, vol. X, Bulgarian Academy of Sciences, Sofia, p. 224
  9. ^ "Historia by John Kantakouzenos" in GIBI, vol. X, Bulgarian Academy of Sciences, Sofia, p. 227
  10. ^ Божилов, Гюзелев, p. 563
  11. ^ Андреев, pp. 256–257
  12. ^ a b Андреев, p. 257
  13. ^ "Historia by John Kantakouzenos" in GIBI, vol. X, Bulgarian Academy of Sciences, Sofia, p. 228
  14. ^ a b c Fine, p. 270
  15. ^ a b c d Андреев, p. 258
  16. ^ a b Божилов, Гюзелев, p. 566
  17. ^ Божилов, Гюзелев, p. 564
  18. ^ a b Божилов, Гюзелев, p. 565
  19. ^ a b Андреев, p. 259
  20. ^ Андреев, pp. 259–260
  21. ^ Jireček, p. 419
  22. ^ Павлов
  23. ^ Андреев, p. 260
  24. ^ a b Андреев, p. 261
  25. ^ Fine, p. 271
  26. ^ Божилов, Гюзелев, pp. 567–568
  27. ^ Андреев, p. 250
  28. ^ Андреев, pp. 258–259
  29. ^ Gregory, p. 305
  30. ^ a b c Андреев, p. 262
  31. ^ Божилов, Гюзелев, p. 571
  32. ^ Fine, pp. 271–272
  33. ^ a b "Historia by John Kantakouzenos" in GIBI, vol. X, Bulgarian Academy of Sciences, Sofia, p. 265
  34. ^ Fine, p. 272
  35. ^ Андреев, pp. 263–264
  36. ^ a b c Андреев, p. 264
  37. ^ Божилов, Гюзелев, p. 573
  38. ^ Божилов, Гюзелев, p. 569
  39. ^ Bulgarian National Bank. Notes and Coins in Circulation: 2 levs (1999 issue) & 2 levs (2005 issue). – Retrieved on 26 March 2009.
  40. ^ "Rulers of Vidin" (in Bulgarian). Retrieved 8 April 2011. 
  41. ^ Editorial footnote to "Historia by John Kantakouzenos" in GIBI, vol. X, Bulgarian Academy of Sciences, Sofia, p. 230


External links

  • Mladjov, Ian. "Detailed List of Bulgarian Rulers". Retrieved 13 April 2011. 
  • Горянов, Б. Т. (1951). "Хрисовул на Андроник ІІ за Зографския манастир, потвърждаващ дарение от Михаил Шишман (Chrysobull of Andronikos II to the Zograf Monastery, confirming a donation of Michael Shishman)". Сборник документов по социально-экономической истории Византии (Collection of Documents of Social-Economical History of Byzantium) (in Bulgarian, translation from Russian). Академия Наук СССР. Retrieved 13 April 2011. 
  • Иванов, Борислав (10 March 2003). "Монограми на Михаил Шишман (Monograms of Michael Shishman)" (in Bulgarian). Retrieved 13 April 2011. 
  • "Владетели на Видин (Rulers of Vidin)" (in Bulgarian). Retrieved 13 April 2011. 
Preceded by
George Terter II
Emperor of Bulgaria
Succeeded by
Ivan Stefan
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