[4] Byzantine Emperor John VI Kantakouzenos (r. 1347–54) mentioned him as among the most important nobles, and he was called a relative of Dušan.
Following the death of Dušan and subsequent invasion of Nikephoros II, Simeon Uroš retreated to Kastoria, where he proclaimed himself "Emperor of Serbs, Greeks and Albanians".
In response, the Serbian nobility held a council in April 1357 at Skopje, in which they vowed to support Emperor Uroš, according to Dušan's will.
In the summer of 1358, Simeon Uroš advanced on Zeta but was stopped at Skadar, where his army of 5,000 men was defeated by the Serbian nobility.
During the absence of Simeon Uroš in Epirus (1359), Hlapen invaded Thessaly on behalf of his stepson Thomas.
Simeon Uroš was forced to cut his losses by recognizing Radoslav Hlapen's conquests, turning over Kastoria to him, and marrying his daughter Maria to Thomas.