| UTR Pro Tennis Series Dobrich | 2022/02/21 12:00 | Simon A Ivanov v Vladimir Filip | 3-6,2-6 |
| 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 Dobrich | 2022/02/21 10:30 | Viktor Markov v Mihai Razvan Marinescu | 2-6,6-1,6-4 |
| UTR Pro Tennis Series Sofia | 2021/09/02 10:00 | Leonid Sheyngezikht v Viktor Markov | 6-2,5-3 |
| UTR Pro Tennis Series Sofia | 2021/09/01 11:00 | Mihael Mihaylov v Viktor Markov | 6-7,2-6 |
| UTR Pro Tennis Series Sofia | 2021/08/31 11:00 | Mick Lescure v Viktor Markov | 3-6,4-5 |
| UTR Pro Tennis Series Sofia | 2021/08/30 07:00 | Viktor Markov v Vladimir Popov | 6-3,7-6 |