| UTR Pro Tennis Series - Pazardzhik | 2021/04/07 09:30 | Gabriel Donev v Plamen Milushev | 7-5,6-3 |
| ITF - Turquia F32 | 2018/10/15 07:00 | Gabriel Donev v Plamen Milushev | 6-4,6-3 |
| ITF - Bulgária F1 | 2014/06/10 07:00 | Gabriel Donev v Plamen Milushev | 4-6,7-5,5-7 |
| ITF - M25 Antalya | 2022/03/10 07:00 | Oleksii Krutykh v Gabriel Donev | 6-7,6-2,6-2 |
| ITF - M25 Antalya | 2022/03/09 07:00 | Matas Vasiliauskas v Gabriel Donev | 1-6,1-6 |
| ITF - M15 Antália | 2022/03/03 07:30 | Lukas Neumayer v Gabriel Donev | 6-2,6-3 |
| UTR Pro Tennis Series - Dobrič | 2022/02/26 09:29 | Martin Dimitrov v Gabriel Donev | 6-4,1-4 |
| UTR Pro Tennis Series - Dobrič | 2022/02/24 12:00 | Gabriel Donev v Ilie Babinciuc | 6-4,6-1 |
| UTR Pro Tennis Series - Dobrič | 2022/02/22 09:00 | Gabriel Donev v Jannis Kahlke | 1-6,5-7 |
| UTR Pro Tennis Series - Dobrič | 2022/02/21 10:30 | Gabriel Donev v Edison Ambarzumjan | 6-1,6-3 |
| UTR Pro Tennis Series - Plovdiv | 2022/02/12 08:30 | Gabriel Donev v Ivan Liutarevich | 2-6,2-6 |
| ITF - M15 Sozopol | 2021/10/05 06:30 | Berk Ilkel v Plamen Milushev | 6-3,7-5 |
| ITF - M15 Sozopol | 2021/10/04 08:00 | S Mert Ozdemir v Plamen Milushev | 2-6,6-3,5-10 |
| ITF - M15 Sozopol | 2021/10/03 10:30 | Amit Cohen v Plamen Milushev | 4-6,3-6 |
| ITF - M15 Sozopol | 2021/09/15 07:00 | Plamen Milushev v George Tsivadze | 4-6,3-6 |
| ITF - M15 Sozopol | 2021/09/14 07:00 | Plamen Milushev v Samuil Konov | 6-4,6-3 |
| ITF - M15 Sozopol | 2021/09/13 07:00 | Plamen Milushev v Nikola Kolyachev | 6-4,6-3 |
| UTR Pro Tennis Series - Sófia | 2021/08/30 08:30 | Plamen Milushev v Dian Nedev | 4-6,2-5 |
| UTR Pro Tennis Series - Pazardzhik | 2021/07/18 09:00 | Yanaki Milev v Plamen Milushev | 3-6,6-6 |