| UTR Pro Sofia | 2023/09/07 06:30 | Gabriel Donev v Christos Keisidis | 6-3,6-2 |
| UTR Pro Sofia | 2023/09/06 05:00 | Janos Fekete v Gabriel Donev | 0-6,6-3,3-6 |
| UTR Pro Sofia | 2023/09/05 09:02 | Sergo Sikharulidze v Gabriel Donev | 0-6,3-6 |
| ITF M15 Kursumlijska Banja | 2023/08/30 09:05 | Gabriel Donev v Alessandro Bellifemine | 3-6,6-4,2-6 |
| ITF M15 Targu Jiu | 2023/08/15 13:45 | Lorenzo Joaquin Rodriguez v Gabriel Donev | 6-7,7-6,6-4 |
| ITF M15 Curtea de Arges | 2023/08/09 10:35 | Gabriel Donev v Luciano Emanuel Ambrogi | 0-6,4-6 |
| ITF M25 Pitesti | 2023/08/01 06:30 | Gabriel Donev v Quentin Folliot | 6-4,5-7,1-6 |
| ITF M15 Sofia | 2023/07/04 09:40 | Gabriel Donev v Denis Klok | 5-7,1-6 |
| UTR Pro Sofia | 2023/09/07 06:30 | Janos Fekete v Milen Ianakiev | 7-5,5-3 |
| UTR Pro Sofia | 2023/09/06 05:00 | Sergo Sikharulidze v Milen Ianakiev | 6-4,4-6,2-6 |
| UTR Pro Sofia | 2023/09/04 07:04 | Christos Keisidis v Milen Ianakiev | 3-6,5-7 |
| UTR Pro Tennis Series Sofia | 2021/09/02 13:45 | Mihael Mihaylov v Milen Ianakiev | 6-4,3-6,5-2 |
| UTR Pro Tennis Series Sofia | 2021/09/01 09:30 | Milen Ianakiev v Julien De Cuyper | 6-3,5-1 |
| UTR Pro Tennis Series Sofia | 2021/08/31 09:30 | Milen Ianakiev v Alexander Lazov | 6-7,2-6 |
| UTR Pro Tennis Series Sofia | 2021/08/30 08:30 | Milen Ianakiev v Yurii Dzhavakian | 4-6,2-6 |
| ITF M15 Doha | 2020/03/12 13:55 | Milen Ianakiev v Marat Deviatiarov | 2-6,0-6 |