He had previously played for Italian Serie B and C clubs such as Varese, Como, Bari, Vicenza, and Bisceglie.
[1] Born in Skopje (hometown Kriva Palanka), Jakimovski is a product of FK Makedonija Gjorče Petrov youth system.
[2] In 2010, he signed with Hungarian Ferencvárosi TC but after not having many chances he ended up loaned in the second half of the 2010–11 season to Macedonian top league FK Teteks.
[6] At the end of 2013 he returned to Europe, after a year with Nagoya Grampus, Jakimovski moved to Serbian SuperLiga side FK Jagodina on loan.
Nikola Jakimovski is eligible to represent North Macedonia and Bulgaria at international level.