Michael Asen III (), commonly known as Michael Shishman (), ruled as
tsar of Bulgaria
The monarchs of Bulgaria ruled Bulgaria during the medieval First Bulgarian Empire, First ( 681–1018) and Second Bulgarian Empire, Second (1185–1422) Bulgarian empires, as well as during the modern Principality of Bulgaria, Principality (1879 ...
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 Second Bulgarian Empire (; ) was a medieval Bulgarians, Bulgarian state that existed between 1185 and 1422. A successor to the First Bulgarian Empire, it reached the peak of its power under Tsars Kaloyan of Bulgaria, Kaloyan and Ivan Asen II ...
, 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
The Byzantine Empire, also known as the Eastern Roman Empire, was the continuation of the Roman Empire centred on Constantinople during late antiquity and the Middle Ages. Having survived History of the Roman Empire, the events that caused the ...
and the
Kingdom of Serbia
The Kingdom of Serbia was a country located in the Balkans which was created when the ruler of the Principality of Serbia, Milan I of Serbia, Milan I, was proclaimed king in 1882. Since 1817, the Principality was ruled by the Obrenović dynast ...
, which ended in the disastrous
Battle of Velbazhd that claimed his own life. He was the last medieval Bulgarian ruler who aimed at military and political hegemony of the
Bulgarian Empire Bulgarian Empire may refer to:
* First Bulgarian Empire
The First Bulgarian Empire (; was a medieval state that existed in Southeastern Europe between the 7th and 11th centuries AD. It was founded in 680–681 after part of the Bulgars, led b ...
over the
Balkans
The Balkans ( , ), corresponding partially with the Balkan Peninsula, is a geographical area in southeastern Europe with various geographical and historical definitions. The region takes its name from the Balkan Mountains that stretch throug ...
and the last one who attempted to seize
Constantinople
Constantinople (#Names of Constantinople, see other names) was a historical city located on the Bosporus that served as the capital of the Roman Empire, Roman, Byzantine Empire, Byzantine, Latin Empire, Latin, and Ottoman Empire, Ottoman empire ...
. He was succeeded by his son
Ivan Stephen and later by his nephew
Ivan Alexander, who reversed Michael Shishman's policy by forming an alliance with Serbia.
[Kazhdan, "Michael III Šišman", p. 1365]
Rise to the throne
Born between 1280 and 1292,
Michael Shishman was the son of the
despot Shishman of Vidin
Shishman (; 1270s/1280s — before 1308/1313) was a Second Bulgarian Empire, Bulgarian nobleman (boyar) who ruled a semi-independent realm based out of the Danube, Danubian fortress of Vidin in the late 13th and early 14th century. Shishm ...
by an unnamed daughter of the ''
sebastokrator
''Sebastokrator'' (, ; ; ), was a senior court title in the late Byzantine Empire. It was also used by other rulers whose states bordered the Empire or were within its sphere of influence (Bulgarian Empire, Serbian Empire). The word is a compound ...
''
Peter and a daughter of
Ivan Asen II
Ivan Asen II, also known as John Asen II (, ; 1190s – May/June 1241), was Emperor (Tsar) of Second Bulgarian Empire, Bulgaria from 1218 to 1241. He was still a child when his father Ivan Asen I of Bulgaria, Ivan Asen I one of the founders of th ...
() 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
Stefan Uroš II Milutin ( sr-Cyrl, Стефан Урош II Милутин, Stefan Uroš II Milutin; 1253 – 29 October 1321), known as Saint King, was the King of Serbia between 1282–1321, a member of the Nemanjić dynasty. He was one ...
in 1292, Michael Shishman was engaged to Milutin's daughter
Ana and they married in 1298 or 1299.
[Fine, p. 268]
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''.
With the death of the Serbian king Stefan Milutin, Michael Shishman was able to follow a more active policy in the Bulgarian capital
Tarnovo. He soon became a leading noble in the internal affairs of the country and, on the childless death of young George Terter II in 1323, Michael Shishman was elected emperor of Bulgaria by the nobility. 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.
[Fine, p. 269]
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
Thrace (, ; ; ; ) is a geographical and historical region in Southeast Europe roughly corresponding to the province of Thrace in the Roman Empire. Bounded by the Balkan Mountains to the north, the Aegean Sea to the south, and the Black Se ...
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
The Balkan mountain range is located in the eastern part of the Balkan peninsula in Southeast Europe, Southeastern Europe. It is conventionally taken to begin at the peak of Vrashka Chuka on the border between Bulgaria and Serbia. It then runs f ...
and
Sredna Gora from
Sliven to
Kopsis.
[Андреев, p. 256] 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
Plovdiv (, ) is the List of cities and towns in Bulgaria, second-largest city in Bulgaria, 144 km (93 miles) southeast of the capital Sofia. It had a population of 490,983 and 675,000 in the greater metropolitan area. Plovdiv is a cultural hub ...
). 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.
Although Michael Shishman forced Andronikos III to retreat, the Byzantines managed to take the Philippopolis while the Bulgarians were changing garrisons. 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
Maritsa or Maritza ( ), also known as Evros ( ) and Meriç ( ), is a river that runs through the Balkans in Southeast Europe. With a length of , 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:
[Андреев, p. 257]
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.
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-year-old widow of emperor
Theodore Svetoslav.
[Fine, p. 270] 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.
[Андреев, p. 258][Божилов, Гюзелев, p. 566] 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.
The agreement was finally signed in the autumn of 1324 and Michael Shishman spent the next several years at peace with his neighbors.
In 1327 Michael Shishman became involved in the renewed civil war in the
Byzantine Empire
The Byzantine Empire, also known as the Eastern Roman Empire, was the continuation of the Roman Empire centred on Constantinople during late antiquity and the Middle Ages. Having survived History of the Roman Empire, the events that caused the ...
, 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
Nicephorus Gregoras (; Greek: , ''Nikēphoros Grēgoras''; c. 1295 – 1360) was a Byzantine Greek astronomer, historian, and theologian. His 37-volume ''Roman History'', a work of erudition, constitutes a primary documentary source for th ...
at
Dimotika)
[Божилов, Гюзелев, p. 565] 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.
[Андреев, p. 259] 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.
[Андреев, p. 260]
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.
[Андреев, p. 261] Another showdown in front of
Adrianople
Edirne (; ), historically known as Orestias, Adrianople, is a city in Turkey, in the northwestern part of the Edirne Province, province of Edirne in Eastern Thrace. Situated from the Greek and from the Bulgarian borders, Edirne was the second c ...
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

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.
Dečanski, who was engaged in war against his cousin
Stephen Vladislav II
Stefan Vladislav II ( sr-cyr, Стефан Владислав II; 1270–after 1326) was a King-pretender to the royal throne of the Kingdom of Serbia (medieval), Kingdom of Serbia in 1316 and again in 1321, and Realm of Stefan Dragutin, Lord of ...
, was in no position to oppose Michael Shishman.
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.
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.
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".
[Андреев, p. 262] 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
Wallachia or Walachia (; ; : , : ) is a historical and geographical region of modern-day Romania. It is situated north of the Lower Danube and south of the Southern Carpathians. Wallachia was traditionally divided into two sections, Munteni ...
and
Moldavia
Moldavia (, or ; in Romanian Cyrillic alphabet, Romanian Cyrillic: or ) is a historical region and former principality in Eastern Europe, corresponding to the territory between the Eastern Carpathians and the Dniester River. An initially in ...
.
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. 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.
["Historia by John Kantakouzenos" in GIBI, vol. X, Bulgarian Academy of Sciences, Sofia, p. 265] Despite the unexpected assault, Michael Shishman tried to bring his army to order but it was too late and the Serbs were victorious.
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.
[Fine, p. 272]
Death and legacy
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
while another Byzantine historian suggests that Michael Shishman lived for three more days not able to gain consciousness and died on the fourth day. 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.
[Андреев, p. 264] The early 15th-century Bulgarian scholar and cleric
Gregory Tsamblak Gregory Tsamblak (; ; ; sr-Cyr, Григорије Цамблак; ; ), member of the Tzamplakon family, was a writer and cleric active in Bulgaria, Moldavia, Serbia, Grand Duchy of Lithuania, and the Principality of Kiev.
Biography
Early life
...
says that Michael Shishman was captured and killed by the son of the Serbian king, Stephen Dušan.
He was buried in the
Church of St George in
Staro Nagoričane.
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.
According to Kantacouzenos he desired to expand the country from Byzantium to the Istros, i. e. from
Constantinople
Constantinople (#Names of Constantinople, see other names) was a historical city located on the Bosporus that served as the capital of the Roman Empire, Roman, Byzantine Empire, Byzantine, Latin Empire, Latin, and Ottoman Empire, Ottoman empire ...
to the
Danube
The Danube ( ; see also #Names and etymology, other names) is the List of rivers of Europe#Longest rivers, second-longest river in Europe, after the Volga in Russia. It flows through Central and Southeastern Europe, from the Black Forest sou ...
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. 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
Michael may refer to:
People
* Michael (given name), a given name
* he He ..., a given name
* Michael (surname), including a list of people with the surname Michael
Given name
* Michael (bishop elect)">Michael (surname)">he He ..., a given nam ...
, 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.
[Nikolov-Zikov 2021: 171-181 proposes that the despot Michael was a son of Theodora Palaiologina.]
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
References
Bibliography
*
* Božilov, Ivan, ''Familijata na Asenevci (1186–1460)'', Sofia, 1985.
*
*
*
*
*
*
* Mladjov, Ian, "The Bulgarian Prince and would-be Emperor Lodovico," ''Bulgaria Mеdiaevalis'' 2 (2011), 603–618
online* Mladjov, Ian, "The Children of Ivan Asen II and Eirēnē Komnēnē," ''Bulgaria Mediaevalis'' 3 (2012) 403-41
online* Mladjov, Ian, "Monarchs' Names and Numbering in the Second Bulgarian State," ''Studia Ceranea'' 5 (2015) 267-31
online
* Nikolov-Zikov, Petăr, ''Domăt na Šišman'', Sofia, 2021.
*
* Popov, Tenčo, ''Studii vǎrhu bǎlgarskoto srednovekovno monetosečene s izvodi za istorijata'', Sofia, 2020.
External links
Detailed List of Bulgarian Rulers*
*
*
{{DEFAULTSORT:Bulgaria, Michael Shishman Of
13th-century births
1330 deaths
14th-century Bulgarian tsars
Military personnel killed in action
Bulgarian people of the Byzantine–Bulgarian Wars
Michael
Michael may refer to:
People
* Michael (given name), a given name
* he He ..., a given name
* Michael (surname), including a list of people with the surname Michael
Given name
* Michael (bishop elect)">Michael (surname)">he He ..., a given nam ...
Despots of the Second Bulgarian Empire
Tsardom of Vidin
People from Vidin