As a player, he played for FK Vardar and Red Star Belgrade in the Yugoslav First League and for Turkish club Samsunspor and Ankaragücü.
[1] He was chosen three times for the award of the "best football coach in Macedonia" by Sport radio 90.3 fm having been one of the best coaches in Macedonia winning five league and two cup titles.
He qualified with CSKA Sofia in UEFA Europa League group stages On 21 October 2010, Jovanovski was removed from his position of head coach of CSKA Sofia, after a 0:2 home loss against Rapid Vienna in a UEFA Europa League On 8 November 2011, Jovanovski was named as manager of FK Rabotnichki[3] but after only two months as the manager, the club board and he agreed to mutually terminate his contract on 28 December 2011.
[4] On 25 September 2023, Jovanovski was appointed as manager of Al-Batin's U19 team.
[5] On 1 March 2024, Jovanovski was appointed as the manager of the first-team after the sacking of Quim Machado.