Career
Nenadović was after Karađorđe and Janko Katić, perhaps the most influential figure in Serbia at the time. Jakov was the younger brother of Aleksa Nenadović (1749–1804), a Serbian nobleman who held a province around Valjevo. He was grandnephew of Grigorije Nenadović, metropolitan of Raška and Valjevo.
Jakov immediately joined the Serbian rebels, and after the victory in Svileuva (1804) he became one of the most distinguished commanders and persons of western Serbia.
He acquired his ammunitions and weapons from Syrmia, then part of Austria. In March 1804, he attacked Šabac.
After the failed uprising, Nenadović followed Karadjordje to Bessarabia in 1814, and in 1816 to Imperial Russia in Saint Peterburg to confer with Tsar Alexander I of Russia over the state of affairs in the Balkans, then re-occupied by the Ottoman Turks. Later on, he settled in Vienna, where he died in 1836.