Stadium: Court 4 Round: 25 Ground: Clay
| ITF M25 Lodz | 2023/08/10 12:00 | Jasza Szajrych v Andrew Paulson | 1-6,3-6 |
| ITF M25 Lodz | 2023/08/09 15:50 | Jasza Szajrych v Fryderyk Lechno-Wasiutynski | 7-5,6-2 |
| ITF M15 Hyvinkaa | 2023/08/03 06:30 | Federico Bertuccioli v Jasza Szajrych | 6-1,6-2 |
| ITF M15 Hyvinkaa | 2023/08/01 07:00 | Jasza Szajrych v Oskar Jansson | 6-2,6-3 |
| ITF M15 Wroclaw | 2023/06/29 08:55 | Michael Agwi v Jasza Szajrych | 6-1,6-3 |
| ITF M15 Wroclaw | 2023/06/28 08:00 | Jasza Szajrych v Marc Antoine Gaillard | 7-6,6-3 |
| ITF M15 Wroclaw | 2023/06/26 12:00 | Jasza Szajrych v Adam Heinonen | 2-6,6-3,10-7 |
| ITF M25 Poprad | 2023/06/21 08:00 | Jasza Szajrych v Andrew Paulson | 4-6,2-6 |
| ITF M15 Sofia | 2023/07/02 06:30 | Plamen Milushev v Pierre Yves Bailly | 6-7,2-6 |
| ITF M15 Sofia | 2022/07/03 09:00 | Martin Dimitrov v Plamen Milushev | 7-6,6-3 |
| UTR Pro Tennis Series Copenhagen | 2022/04/30 10:30 | Martin Dimitrov v Plamen Milushev | 4-6,7-5,5-2 |
| UTR Pro Tennis Series Copenhagen | 2022/04/28 06:00 | Plamen Milushev v Alex Ganchev | 4-6,6-2,6-3 |
| UTR Pro Tennis Series Copenhagen | 2022/04/27 09:00 | Plamen Milushev v Simon A Ivanov | 3-6,7-6,1-6 |
| UTR Pro Tennis Series Copenhagen | 2022/04/26 06:00 | Plamen Milushev v Marcelo Zormann | 4-6,6-6 |
| UTR Pro Tennis Series Copenhagen | 2022/04/25 10:55 | Plamen Milushev v Christian Heaney-Secord | 1-6,3-6 |
| UTR Pro Tennis Series Barcelona | 2022/03/31 14:08 | Ivan Penev v Plamen Milushev | 6-2,1-0 |