Estádio: Court 21 Round: 62 Ground: Hardcourt outdoor
| ITF - M15 Heraklion | 2021/11/10 08:30 | Simon A Ivanov v Michael Weindl | 7-5,1-6,1-6 |
| UTR Pro Tennis Series - Brașov | 2021/10/30 09:30 | Vasile Antonescu v Simon A Ivanov | 6-0,6-3 |
| UTR Pro Tennis Series - Brașov | 2021/10/27 11:30 | Simon A Ivanov v Bogdan Borza | 4-6,2-5 |
| UTR Pro Tennis Series - Brașov | 2021/10/26 07:00 | Simon A Ivanov v Ilya Snitari | 5-7,3-6 |
| UTR Pro Tennis Series - Brașov | 2021/10/25 08:30 | Simon A Ivanov v Samuil Konov | 6-4,6-2 |
| ITF - M15 Sozopol | 2021/10/13 10:00 | Simon A Ivanov v Petr Nesterov | 3-6,2-6 |
| ITF - M15 Sozopol | 2021/10/07 07:00 | Tim Handel v Simon A Ivanov | 7-5,6-2 |
| ITF - M15 Sozopol | 2021/10/06 07:00 | Simon A Ivanov v Nikola Keremedchiev | 6-1,1-6,6-3 |
| ITF - M15 Heraklion | 2021/11/14 11:00 | Liam Puttergill v Thomas George Brun | 6-7,1-6 |
| ITF - M15 Heraklion | 2021/11/07 09:00 | Jannik Maute v Thomas George Brun | 6-0,6-0 |
| ITF - M15 Monastir | 2021/07/13 13:20 | Thomas George Brun v Valentin Vacherot | 1-6,1-6 |
| ITF - M15 Monastir | 2021/07/05 08:00 | August Holmgren v Thomas George Brun | 6-0,6-2 |
| ITF - M15 Monastir | 2021/06/27 08:00 | Hady Habib v Thomas George Brun | 6-1,6-1 |
| ITF - M15 Monastir | 2021/06/20 08:00 | Thomas George Brun v Alessandro-D Ventre | 6-7,7-5,8-10 |
| ITF - M15 Monastir | 2021/06/13 08:00 | Luis Faria v Thomas George Brun | 6-1,6-2 |
| ITF - M15 Monastir | 2021/06/06 11:00 | Alec Beckley v Thomas George Brun | 6-4,6-1 |