Dimoski made his senior football debut on 24 February 2019, at the age of 17, when he entered the game for Vardar at the start of the second half in a First Macedonian Football League match against Renova.[2] That season, he went on to play four more games, earning him a permanent promotion from the youth to the senior team. Bojan became a regular player in the 2019–20 season, which led to his transfer to Akademija Pandev.[3]