Stadium: Court 2 Round: 62 Ground: Clay
| ITF M15 Kursumlijska Banja | 2023/06/11 12:30 | Gabriel Matuszewski v Marko Maksimovic | 1-6,1-6 |
| ITF M25 Kursumlijska Banja | 2023/06/06 07:00 | Alexander Zgirovsky v Gabriel Matuszewski | 6-4,6-3 |
| ITF M25 Kursumlijska Banja | 2023/06/05 06:55 | Marko Nikolic v Gabriel Matuszewski | 3-6,6-2,6-10 |
| ITF M15 Kursumlijska Banja | 2023/05/29 12:20 | Gabriel Matuszewski v Lorenzo Carboni | 1-6,4-6 |
| ITF M15 Kursumlijska Banja | 2023/05/28 11:00 | Gabriel Matuszewski v Benjamin Denis Alarcon | 6-3,6-7,10-3 |
| ITF M25 Opatija | 2023/03/19 10:30 | Jan Dimitrijevic v Gabriel Matuszewski | 6-3,6-3 |
| ITF M15 Rovinj | 2023/03/13 09:00 | Jan Kupcic v Gabriel Matuszewski | 6-2,4-6,10-8 |
| ITF M15 Rovinj | 2023/03/12 09:00 | Gabriel Matuszewski v Pietro Pampanin | 6-1,6-2 |
| ITF M15 Kursumlijska Banja | 2023/06/12 16:50 | Joel Angel Lucero v Nikola Kolyachev | 6-2,6-0 |
| ITF M15 Kursumlijska Banja | 2023/06/11 14:00 | Nikola Kolyachev v Piotr Czaczkowski | 7-6,2-6,10-5 |
| ITF M15 Kursumlijska Banja | 2023/04/24 07:00 | Valentin Vanta v Nikola Kolyachev | 6-4,7-5 |
| ITF M15 Kursumlijska Banja | 2023/04/23 07:00 | Tarik Sehovic v Nikola Kolyachev | 2-6,0-6 |
| UTR Pro Beograd | 2023/04/22 06:00 | Nikola Kolyachev v Edison Ambarzumjan | 0-3 |
| UTR Pro Beograd | 2023/04/21 07:30 | Nikola Kolyachev v Strahinja Rakic | 7-6,4-6,3-6 |
| UTR Pro Beograd | 2023/04/20 06:00 | Nikola Kolyachev v Luka Pavlovic | 3-6,2-6 |
| UTR Pro Beograd | 2023/04/19 07:30 | Matija Samardzic v Nikola Kolyachev | 3-6,6-1,6-4 |