| ITF M15 Burgas | 2019/10/09 12:55 | Simon A Ivanov v Vladimir Filip | 1-6,6-2,6-3 |
| UTR Pro Tennis Series Plovdiv | 2022/02/12 11:30 | Yanaki Milev v Simon A Ivanov | 6-4,6-3 |
| UTR Pro Tennis Series Plovdiv | 2022/02/10 11:52 | Simon A Ivanov v Gorazd Srbljak | 4-6,5-7 |
| UTR Pro Tennis Series Plovdiv | 2022/02/09 10:30 | Simon A Ivanov v Yurii Dzhavakian | 7-5,6-2 |
| UTR Pro Tennis Series Plovdiv | 2022/02/07 09:00 | Simon A Ivanov v George Lazarov | 6-3,3-6,6-3 |
| ITF M25 Cairo | 2022/01/27 09:00 | Lukas Krainer v Simon A Ivanov | 4-6,6-3,6-1 |
| ITF M25 Cairo | 2022/01/26 11:05 | Simon A Ivanov v Denis Klok | 2-6,6-3,7-6 |
| UTR Pro Tennis Series Barcelona | 2021/12/15 10:00 | Simon A Ivanov v Kuzey Cekirge | 1-6,3-6 |
| UTR Pro Tennis Series Barcelona | 2021/12/13 09:30 | Vladimir Popov v Simon A Ivanov | 6-2,3-6,1-6 |
| UTR Pro Tennis Series Plovdiv | 2022/02/12 13:00 | Vladimir Filip v Alexander Lazov | 0-6,3-6 |
| UTR Pro Tennis Series Plovdiv | 2022/02/11 10:30 | Vladimir Popov v Vladimir Filip | 4-6,4-6 |
| UTR Pro Tennis Series Plovdiv | 2022/02/10 07:16 | Egor Agafonov v Vladimir Filip | 6-1,5-2 |
| UTR Pro Tennis Series Plovdiv | 2022/02/09 09:00 | Johann Willems v Vladimir Filip | 6-1,6-1 |
| UTR Pro Tennis Series Plovdiv | 2022/02/07 10:30 | Mikalai Haliak v Vladimir Filip | 6-4,3-6,6-1 |
| ITF M25 Bacau | 2021/08/17 08:45 | Vlad Andrei Dancu v Vladimir Filip | 6-2,6-2 |
| ITF M25 Bacau | 2021/08/16 12:00 | Edris Fetisleam v Vladimir Filip | 3-6,3-6 |
| ITF M15 Curtea de Arges | 2021/08/09 09:00 | Calin Manda v Vladimir Filip | 6-2,6-4 |