| FK Osogovo | Season 2020/2021 | 6 Players/Coaches |
| FK Osogovo | Season 2019/2020 | 6 Players/Coaches |
| FK Osogovo | Season 2018/2019 | 2 Players/Coaches |
| FK Osogovo | Season 2017/2018 | 4 Players/Coaches |
| FK Osogovo | Season 2013/2014 | 1 Players/Coaches |
| FK Osogovo | Season 2012/2013 | 1 Players/Coaches |
| FK Osogovo | Season 2011/2012 | 1 Players/Coaches |
| FK Osogovo | Season 1999/2000 | 1 Players/Coaches |
| FK Osogovo | Season 1998/1999 | 1 Players/Coaches |
| FK Osogovo | Season 1994/1995 | 1 Players/Coaches |
North Macedonia