Stadion: Court 20 Round: 62 Ground: Hardcourt outdoor
| 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 |
| UTR Pro Tennis Series - Brasov | 2021/10/27 11:30 | Simon A Ivanov v Bogdan Borza | 4-6,2-5 |
| UTR Pro Tennis Series - Brasov | 2021/10/26 07:00 | Simon A Ivanov v Ilya Snitari | 5-7,3-6 |
| UTR Pro Tennis Series - Brasov | 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 - Heraklion | 2021/11/15 08:00 | Gosse Panagoulopoulos v Gianluca Coloma-Heck | 2-6,1-6 |
| ITF - M15 - Heraklion | 2021/11/14 07:00 | Gianluca Coloma-Heck v Radu F Macovei | 6-2,6-2 |
| ITF - M15 - Heraklion | 2021/11/07 11:00 | Gianluca Coloma-Heck v Dong Ju Kim | 2-6,1-6 |
| ITF - M15 - Sozopol | 2021/10/10 09:00 | Ivan Penev v Gianluca Coloma-Heck | 6-1,6-3 |
| ITF - M15 - Sozopol | 2021/10/03 07:00 | Yann Wojcik v Gianluca Coloma-Heck | 6-1,7-5 |
| ITF - M15 - Monastir | 2021/08/22 10:00 | Mohamed Amin Oueslati v Gianluca Coloma-Heck | 3-6,6-4,10-5 |
| ITF - M15 - Monastir | 2021/08/15 07:30 | Gianluca Coloma-Heck v Syed Mohd Agil Syed Naguib | 4-6,2-6 |
| ITF - M25 - Jablonec Nad Nisou | 2021/05/18 07:30 | Robin Stanek v Gianluca Coloma-Heck | 6-1,6-1 |