| UTR Pro Tennis Series Barcelona | 2022/03/28 07:30 | Vladimir Popov v Quentin Robert | 0-6,1-6 |
| UTR Pro Tennis Series Barcelona | 2022/03/27 15:30 | Luis Utrilla v Vladimir Popov | 0-0 |
| UTR Pro Tennis Series Bucharest | 2022/03/09 09:00 | Vladimir Popov v Stefan A Andreescu | 4-6,5-7 |
| UTR Pro Tennis Series Bucharest | 2022/03/08 09:30 | Vladimir Popov v Vlad Cristian Breazu | 2-6,0-6 |
| UTR Pro Tennis Series Bucharest | 2022/03/07 08:00 | Nicolae Frunza v Vladimir Popov | 6-3,6-2 |
| UTR Pro Tennis Series Bucharest | 2022/03/06 08:00 | Vladimir Popov v Florent Casays | 6-3,4-6,5-3 |
| UTR Pro Tennis Series Dobrich | 2022/02/26 13:00 | Anthony Genov v Vladimir Popov | 6-2,6-3 |
| UTR Pro Tennis Series Dobrich | 2022/02/25 07:30 | Vladimir Popov v Alexander Lazov | 6-4,3-6,3-6 |
| UTR Pro Tennis Series Barcelona | 2022/03/28 09:00 | Gabriel Donev v Plamen Milushev | 5-7,6-3,6-1 |
| 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 Sofia | 2021/08/30 08:30 | Plamen Milushev v Dian Nedev | 4-6,2-5 |