Stadium: Court 1 Round: 62 Ground: Clay
| ITF M15 Monastir | 2023/12/03 10:30 | Matei Cristian Onofrei v Boris Stojanovic | 6-0,6-0 |
| ITF M25 Monastir | 2023/11/26 08:00 | Laelson Rodrigues v Boris Stojanovic | 6-3,6-1 |
| ITF M25 Zlatibor | 2023/09/26 09:30 | Filippo Mondini v Boris Stojanovic | 6-0,6-0 |
| ITF M15 Kursumlijska Banja | 2023/09/17 10:30 | Alexey Aleshchev v Boris Stojanovic | 6-2,6-3 |
| ITF M15 Kursumlijska Banja | 2023/09/10 07:00 | Drazen Petrovic v Boris Stojanovic | 6-3,6-2 |
| ITF M15 Pirot | 2023/09/03 08:30 | Pavle Daljev v Boris Stojanovic | 6-0,6-4 |
| ITF M15 Kursumlijska Banja | 2023/08/27 09:30 | Jacques-Kai Inoue v Boris Stojanovic | 6-1,6-1 |
| ITF M25 Skopje | 2023/06/04 09:30 | Alen Bill v Boris Stojanovic | 6-1,6-1 |
| UTR Pro Winston-Salem | 2023/12/01 15:02 | Obrad Markovski v Jose Murariu | 6-3,6-2 |
| UTR Pro Winston-Salem | 2023/11/30 18:30 | Matthew Thomson v Obrad Markovski | 7-5,6-1 |
| UTR Pro Winston-Salem | 2023/11/29 18:30 | Nikola Parichkov v Obrad Markovski | 7-5,7-5 |
| UTR Pro Winston-Salem | 2023/11/28 22:30 | Harry Thursfield v Obrad Markovski | 6-3,6-4 |
| UTR Pro Winston-Salem | 2023/11/26 20:00 | Luciano Tacchi v Obrad Markovski | 5-3 |
| UTR Pro Texas | 2023/11/16 20:00 | Rafael A. Coutinho v Obrad Markovski | 5-7,7-6,6-2 |
| UTR Pro Texas | 2023/11/15 21:23 | Obrad Markovski v Leo Raquin | 4-6,1-6 |
| UTR Pro Texas | 2023/11/14 17:00 | Obrad Markovski v Jordi Domenech Castillo | 4-6,5-7 |