Estádio: Court 3 Round: 25 Ground: Clay
| ITF - M15 Sófia | 2023/07/04 09:40 | Gabriel Donev v Denis Klok | 5-7,1-6 |
| ITF - M15 Pazardzhik | 2023/05/20 07:00 | Gabriel Donev v Denis Klok | 6-7,5-7 |
| ITF - M15 Arad | 2023/09/28 08:00 | Vlad Andrei Dancu v Denis Klok | 6-4,6-4 |
| ITF - M15 Arad | 2023/09/27 07:00 | Mihai Razvan Marinescu v Denis Klok | 3-6,7-6,3-6 |
| ITF - M15 Arad | 2023/09/26 08:25 | Ioan Alexandru Chirita v Denis Klok | 3-6,6-4,2-6 |
| Challenger - Sibiu | 2023/09/17 08:00 | Vlad Andrei Dancu v Denis Klok | 6-2,6-0 |
| Challenger - Tulln | 2023/09/03 08:00 | Jonas Forejtek v Denis Klok | 6-1,6-2 |
| Challenger - Banja Luka | 2023/08/07 14:00 | Eric Vanshelboim v Denis Klok | 6-3,6-0 |
| Challenger - Banja Luka | 2023/08/07 11:05 | Denys Molchanov v Denis Klok | 1-6,4-6 |
| Challenger - Liberec | 2023/07/31 11:00 | Federico Agustin Gomez v Denis Klok | 6-3,6-2 |
| ITF - M25 Pazardzhik | 2023/09/27 11:10 | Gabriel Donev v Clement Tabur | 2-6,6-3,1-6 |
| ITF - M15 Kuršumlijska Banja | 2023/09/21 09:25 | Andrey Chepelev v Gabriel Donev | 6-4,7-6 |
| ITF - M15 Kuršumlijska Banja | 2023/09/20 11:35 | Gabriel Donev v Dusan Obradovic | 7-5,6-2 |
| UTR Pro - Sófia | 2023/09/10 07:00 | Petr Nesterov v Gabriel Donev | 7-6,3-0 |
| UTR Pro - Sófia | 2023/09/09 08:52 | Hernando J E Isnardi v Gabriel Donev | 2-6,3-6 |
| UTR Pro - Sófia | 2023/09/08 05:00 | Gabriel Donev v Milen Ianakiev | 6-3,5-2 |
| UTR Pro - Sófia | 2023/09/07 06:30 | Gabriel Donev v Christos Keisidis | 6-3,6-2 |
| UTR Pro - Sófia | 2023/09/06 05:00 | Janos Fekete v Gabriel Donev | 0-6,6-3,3-6 |