| UTR Pro Tennis Series Barcelona | 2022/03/31 14:08 | Ivan Penev v Plamen Milushev | 6-2,1-0 |
| UTR Pro Tennis Series Barcelona | 2022/03/30 09:30 | Quentin Robert v Plamen Milushev | 6-2,6-2 |
| UTR Pro Tennis Series Barcelona | 2022/03/29 12:00 | Vladimir Popov v Plamen Milushev | 3-6,1-6 |
| 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 |
| UTR Pro Tennis Series - Rio de Janeiro | 2022/04/09 15:30 | Lorenzo Esquici v Christian Heaney-Secord | 6-2,7-6 |
| UTR Pro Tennis Series - Rio de Janeiro | 2022/04/07 12:30 | Christian Heaney-Secord v Florent Casays | 7-6,6-2 |
| UTR Pro Tennis Series - Rio de Janeiro | 2022/04/06 14:00 | Christian Heaney-Secord v Asdrubal Neto | 6-2,6-2 |
| UTR Pro Tennis Series - Rio de Janeiro | 2022/04/05 12:30 | Christian Heaney-Secord v Luis Britto | 6-3,0-6,3-6 |
| UTR Pro Tennis Series - Rio de Janeiro | 2022/04/04 18:30 | Christian Heaney-Secord v Fernando Yamacita | 1-6,0-6 |
| UTR Pro Tennis Series - Rio de Janeiro | 2022/04/03 15:19 | Pedro Cressoni v Christian Heaney-Secord | 6-4,3-6,5-1 |
| UTR Pro Tennis Series - Rio de Janeiro | 2022/03/31 11:00 | Christian Heaney-Secord v Paulo A S Dos Santos | 4-6,3-6 |
| UTR Pro Tennis Series - Rio de Janeiro | 2022/03/30 13:30 | Christian Heaney-Secord v Florent Casays | 3-6,6-1,6-2 |