| UTR Pro Tennis Series - Dobrich | 2022/02/24 11:30 | Simon A Ivanov v Mihai Razvan Marinescu | 6-3,6-3 |
| UTR Pro Tennis Series - Dobrich | 2022/02/22 07:30 | Simon A Ivanov v Viktor Markov | 6-3,6-2 |
| 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 |
| UTR Pro Tennis Series - Dobrich | 2022/02/25 10:19 | Maciej Rajski v Anthony Genov | 6-2,6-4 |
| UTR Pro Tennis Series - Dobrich | 2022/02/23 12:00 | Maciej Rajski v Martin Dimitrov | 6-4,6-2 |
| UTR Pro Tennis Series - Dobrich | 2022/02/22 10:30 | Maciej Rajski v Ivan Penev | 6-2,6-7,6-3 |
| UTR Pro Tennis Series - Dobrich | 2022/02/21 07:30 | George Lazarov v Maciej Rajski | 2-6,1-6 |
| ITF - M15 Antalya | 2022/01/20 15:00 | Ji Sung Nam v Maciej Rajski | 7-6,1-6,10-8 |
| ITF - M15 Antalya | 2022/01/18 08:00 | Maciej Rajski v Carlos Lopez Montagud | 6-4,6-4 |
| ITF - M15 Antalya | 2022/01/15 06:30 | Bogdan Ionut Apostol v Maciej Rajski | 6-3,6-4 |
| ITF - M15 Antalya | 2022/01/13 07:15 | Maciej Rajski v Carlos Lopez Montagud | 6-1,3-6,13-11 |