| ITF - M15 Kuršumlijska Banja | 2023/09/20 08:35 | Tadija Radovanovic v Stefan Popovic | 4-6,2-6 |
| UTR Pro Beograd | 2023/10/05 10:02 | Ilya Snitari v Stefan Popovic | 7-6,6-4 |
| UTR Pro Beograd | 2023/10/04 13:56 | Stefan Popovic v Egor Khotchenkov | 6-1,6-0 |
| UTR Pro Beograd | 2023/10/03 08:20 | Stefan Popovic v Strahinja Rakic | 6-3,6-0 |
| UTR Pro Beograd | 2023/10/02 06:00 | Stefan Popovic v Aleksa Pisaric | 6-4,5-4 |
| ITF - M25 Zlatibor | 2023/09/28 07:30 | Stefan Popovic v Matej Dodig | 4-6,3-6 |
| ITF - M15 Kuršumlijska Banja | 2023/09/23 09:40 | Stefan Popovic v Andrej Nedic | 5-7,6-4,4-6 |
| ITF - M15 Kuršumlijska Banja | 2023/09/22 12:10 | Aldin Setkic v Stefan Popovic | 6-3,2-6,6-7 |
| ITF - M15 Kuršumlijska Banja | 2023/09/21 12:30 | Ioannis Kountourakis v Stefan Popovic | 2-6,4-6 |
| UTR Pro Beograd | 2023/10/08 08:04 | Lazar Vojinovic v Tadija Radovanovic | 6-4,6-3 |
| UTR Pro Beograd | 2023/10/07 08:07 | Gabriel Matuszewski v Tadija Radovanovic | 5-7,6-4,5-7 |
| UTR Pro Beograd | 2023/10/05 06:00 | Tadija Radovanovic v Karlo Kajin | 6-7,6-4,6-2 |
| UTR Pro Beograd | 2023/10/04 12:57 | Vladan Tadic v Tadija Radovanovic | 6-4,6-4 |
| UTR Pro Beograd | 2023/10/03 12:40 | Andrej Nedic v Tadija Radovanovic | 6-3,6-3 |
| UTR Pro Beograd | 2023/10/02 08:43 | Romeo Hadzimehmedovic v Tadija Radovanovic | 6-3,2-6,1-6 |
| UTR Pro Beograd | 2023/10/01 06:00 | Tadija Radovanovic v Renlong Pang | 0-0 |
| ITF - M25 Zlatibor | 2023/09/27 13:00 | Jaka Protic Zakelj v Tadija Radovanovic | 6-3,7-5 |