| UTR Pro Beograd | 2023/10/01 07:30 | Ivan Sodan v Gabriel Matuszewski | 6-7,3-6 |
| ITF M15 Koszalin | 2023/09/05 07:30 | Maciej Matuszczyk v Gabriel Matuszewski | 1-6,6-4,10-8 |
| ITF M15 Szczawno | 2023/08/30 15:30 | Gabriel Matuszewski v Jasza Szajrych | 0-6,2-6 |
| ITF M15 Szczawno | 2023/08/28 17:45 | Piotr Kusiewicz v Gabriel Matuszewski | 6-4,3-6,5-10 |
| ITF M25 Poznan | 2023/08/22 09:00 | Alan Bojarski v Gabriel Matuszewski | 6-4,7-5 |
| ITF M25 Poznan | 2023/08/21 13:20 | Marcel Dzielo v Gabriel Matuszewski | 1-6,2-6 |
| ITF M25 Bielsko Biala | 2023/08/14 14:30 | Juliusz Bienkiewicz v Gabriel Matuszewski | 6-1,6-2 |
| ITF M25 Bielsko Biala | 2023/08/14 09:00 | Richard Antoni v Gabriel Matuszewski | 4-6,3-6 |
| UTR Pro Beograd | 2023/10/01 11:04 | Oleg Prihodko v Illya Beloborodko | 6-1,6-4 |
| ITF M25 Zlatibor | 2023/09/28 07:30 | Luka Mikrut v Oleg Prihodko | 6-3,7-6 |
| ITF M25 Pardubice | 2023/09/22 13:05 | Martin Krumich v Oleg Prihodko | 6-3,7-6 |
| ITF M25 Pardubice | 2023/09/20 11:25 | Oleg Prihodko v Lorenzo Bocchi | 6-4,6-7,6-0 |
| UTR Pro Olomouc | 2023/09/17 07:30 | Lukas Rosol v Oleg Prihodko | 3-6,3-6 |
| UTR Pro Olomouc | 2023/09/16 08:08 | Michal Lusovsky v Oleg Prihodko | 4-6,1-6 |
| UTR Pro Olomouc | 2023/09/15 06:00 | Christos Keisidis v Oleg Prihodko | 1-6,1-6 |
| UTR Pro Olomouc | 2023/09/14 07:30 | Dominik Recek v Oleg Prihodko | 6-4,5-7,0-6 |