[2] Over the course of half a season, Milošević scored nine goals in 18 games for Iskra, and was the highest scorer in the Montenegrin First League during the 2018–19 winter break.
[4] On 4 August 2021, Milošević signed for the Israeli Premier League club Ironi Kiryat Shmona.
[7][8] However, his transfer wasn't made official until December of the same year,[9][10] due to bureaucratic issues that had prevented the team to send immigration paperwork about the striker's spell in Israel to the DGRIE [es] office of the Spanish Ministry of the Interior.
[9] He made his debut for the Spanish side on 17 December, coming on as a second-half substitute and serving an assist in a 2–1 league loss to Málaga.
[11] Milošević made his debut for the Montenegro national team in a friendly 0–0 tie with Bosnia and Herzegovina on 2 June 2021.