Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
| UTR Pro Tennis Series Sofia | 2021/09/02 10:00 | Simeon Terziev v Yurii Dzhavakian | 3-6,7-6,3-6 |
| UTR Pro Tennis Series Sofia | 2021/09/01 06:30 | Simeon Terziev v Adriano Dzhenev | 6-1,6-2 |
| UTR Pro Tennis Series Sofia | 2021/08/31 11:00 | Simeon Terziev v Veselin Kiselkov | 6-1,5-0 |
| UTR Pro Tennis Series Sofia | 2021/08/30 10:00 | Ioan Alexandru Chirita v Simeon Terziev | 4-6,6-3,3-6 |
| ITF - M25 Pitesti | 2021/08/04 05:55 | Corentin Denolly v Simeon Terziev | 6-3,7-5 |
| ITF - M25 Pitesti | 2021/08/03 05:55 | Toby Martin v Simeon Terziev | 5-7,4-6 |
| ITF - M15 Sofia | 2021/07/08 11:40 | Simeon Terziev v Gabriel Donev | 1-6,6-4,0-6 |
| ITF - M15 Sofia | 2021/07/07 08:35 | Dan Added v Simeon Terziev | 7-5,5-7,4-6 |
| ITF - M15 Sofia | 2021/07/06 08:00 | Alexandar Lazarov v Dinko Dinev | 6-1,6-2 |
| UTR Pro Tennis Series - Pazardžik | 2021/04/08 11:30 | Dinko Dinev v Yurii Dzhavakian | 1-6,2-6 |
| UTR Pro Tennis Series - Pazardžik | 2021/04/08 07:00 | Dinko Dinev v Lucas Bouquet | 2-6,0-5 |
| UTR Pro Tennis Series - Pazardžik | 2021/04/06 10:00 | Dinko Dinev v Martin Dimitrov | 1-6,6-3,5-7 |
| UTR Pro Tennis Series - Pazardžik | 2021/04/05 10:00 | Dinko Dinev v Johan Sebastien Tatlot | 2-6,3-6 |
| UTR Pro Tennis Series - Pazardžik | 2021/04/04 08:30 | Dinko Dinev v Ilya Snitari | 1-6,1-5 |
| UTR Pro Tennis Series - Pazardžik | 2021/04/03 08:30 | Alexander Lazov v Dinko Dinev | 6-7,2-6 |
| UTR Pro Tennis Series - Pazardžik | 2021/04/02 08:30 | Dinko Dinev v Simon A Ivanov | 6-2,5-0 |