| UTR Pro Tennis Series - Pazardzhik | 2021/03/31 08:30 | Dinko Dinev v Dragos Dima | 1-6,4-6 |
| UTR Pro Tennis Series - Pazardzhik | 2021/03/30 07:00 | Dinko Dinev v Juan Bautista Otegui | 1-6,1-5 |
| UTR Pro Tennis Series - Pazardzhik | 2021/03/29 09:30 | Thomas Laurent v Dinko Dinev | 4-6,2-5 |
| UTR Pro Tennis Series - Pazardzhik | 2021/03/29 08:00 | Simon A Ivanov v Dragos Dima | 2-6,4-5 |
| ITF 15 Antalya | 2021/02/14 12:00 | Simon A Ivanov v Damien Wenger | 6-2,2-6,6-10 |
| ITF 15 Antalya | 2021/02/02 07:00 | Mathys Erhard v Simon A Ivanov | 7-6,6-2 |
| ITF 15 Antalya | 2021/01/31 06:30 | Onder Balci v Simon A Ivanov | 1-6,2-6 |
| ITF 15 Antalya | 2021/01/28 08:00 | Leopold Zima v Simon A Ivanov | 6-4,7-5 |
| ITF M15 Curtea de Arges | 2020/09/15 12:05 | Duje Ajdukovic v Simon A Ivanov | 6-2,6-1 |
| ITF M15 Sharm El Sheikh | 2020/03/04 13:55 | Simon A Ivanov v Kelsey Stevenson | 4-6,4-6 |
| ITF M15 Sharm El Sheikh | 2020/02/27 08:00 | Daniele Capecchi v Simon A Ivanov | 7-5,6-1 |