| UTR Pro Tennis Series Bukarest | 2021/12/03 12:30 | Gabriel Donev v Valentin Vanta | 3-6,1-6 |
| UTR Pro Tennis Series Bukarest | 2021/12/01 09:30 | Gabriel Donev v Volodymyr Uzhylovskyi | 6-0,4-6,5-2 |
| UTR Pro Tennis Series Bukarest | 2021/11/29 12:30 | Jordan Correia v Gabriel Donev | 6-1,6-3 |
| ITF M15 Sozopol | 2021/10/05 13:30 | Sarp Agabigun v Gabriel Donev | 5-7,5-7 |
| ITF M15 Sozopol | 2021/09/15 08:30 | George Lazarov v Gabriel Donev | 6-1,6-3 |
| ITF M15 Ulcinj | 2021/09/10 09:00 | Gabriel Donev v Edoardo Lavagno | 1-6,2-6 |
| ITF M15 Ulcinj | 2021/09/09 09:50 | Aziz Kijametovic v Gabriel Donev | 5-7,6-7 |
| ITF M15 Ulcinj | 2021/09/08 08:00 | Gabriel Donev v Dusan Rajic | 6-4,6-7,7-5 |
| UTR Pro Tennis Series Bukarest | 2021/12/03 11:00 | Dragos Constantin Ignat v Simon A Ivanov | 0-6,1-5 |
| UTR Pro Tennis Series Bukarest | 2021/12/02 09:30 | Stefan Palosi v Simon A Ivanov | 6-7,6-4,6-4 |
| UTR Pro Tennis Series Bukarest | 2021/12/01 12:30 | Dan Alexandru Tomescu v Simon A Ivanov | 6-3,6-2 |
| ITF M15 Heraklion | 2021/11/17 11:20 | Kai Wehnelt v Simon A Ivanov | 5-7,4-6 |
| ITF M15 Heraklion | 2021/11/16 07:00 | Simon A Ivanov v Gianluca Coloma-Heck | 6-1,6-2 |
| ITF M15 Heraklion | 2021/11/15 08:00 | Simon A Ivanov v Thomas George Brun | 6-2,6-0 |
| ITF M15 Heraklion | 2021/11/10 08:30 | Simon A Ivanov v Michael Weindl | 7-5,1-6,1-6 |
| UTR Pro Tennis Series Brasov | 2021/10/30 09:30 | Vasile Antonescu v Simon A Ivanov | 6-0,6-3 |