It is not known when and where Ivanko was born.[6] Ivanko served in Bulgarian ruler and his cousin Ivan Asen's court.[4][7] In 1196, Ivanko murdered Asen.[8][9][10] The murder occurred when Asen angrily summoned Ivanko to discipline him for having an affair with his wife's sister.[11] Bulgarian historian Vasil Zlatarski attributed this murder by Ivanko to the Cuman faction in Bulgarian court, as opposed to other explanations involving anti-Vlach Bulgarian boyars, boyar discontent with his harsh rule, Byzantine intrigue, etc.[12] After the murder, he seized the Bulgarian capital Tarnovo and requested the assistance of the Byzantines. However, the Byzantine army mutinied on its way and thus let Asen's brother Peter claim the throne, forcing Ivanko to flee to Byzantine capital Constantinople.[13][14][15]
In 1197, Ivanko married Theodora Angelina, the daughter of Anna Angelina and the sebastokratorIsaac Komnenos.[10][16] Theodora's father had died in Bulgarian captivity not many months earlier.[17] After the marriage, Ivanko adopted the Greek name Alexius.[1] His grandfather-in-law, Byzantine emperorAlexios III Angelos, gave the command of Philippopolis to him to deal with Bulgarian raids.[13][18] Ivanko recruited and trained an army of his fellow Vlachs to deal with the raiders, but ended up rebelling against the Byzantines.[13][19] In this period, he had set up an independent principality in Rhodope and central Thrace.[20] He captured the Byzantine general Manuel Kamytzes, who was sent against him;[13] Kamytzes was ransomed by his son-in-law, Ivanko's rival, Dobromir Chrysos.[21]
The emperor's sons-in-law Alexios Palaiologos and Theodore Laskaris marched against Ivanko in 1200.[2] Ivanko was eventually captured when Alexios invited him to a peace council but imprisoned him instead.[22] He was executed by his order.[16] After his death, his fortresses were recovered by the Byzantines.[22][23] Byzantine historian Niketas Choniates described him as "far worse than earlier rebels, and driven to such cruelty that most barbarians deem to be manliness."[24]
^Simpson 2013, p. 58: "Ivanko-Alexios, the Vlach commander"; Shepard 2017, p. 287: "And indeed Asen was shortly thereafter killed by Ivanko, a Vlach, who was having an affair with Asen's wife's sister"; Stanković 2016, p. 12: "the Vlach commander Ivanko who had murdered Asen"; Treadgold 1997, pp. 661–662: "The Byzantine army refused to fight Ivanko. Resorting to his skills at intrigue, the emperor lured the troublesome Vlach to a meeting and had him murdered in the spring of 1200."; Malatras 2010, p. 3: "The Vlach Ivanko, commander of Philipopolis", "The aforementioned Ivanko is a Vlach,".