Stadium: Court 1 Piskovets Round: 62 Ground: Clay
| ITF - M15 Monastir | 2022/12/26 12:30 | Terziev, Simeon v Mikail Alimli | 4-6,4-6 |
| ITF - M15 Monastir | 2022/12/19 11:00 | Terziev, Simeon v Ammar Elamin | 4-6,7-6,9-11 |
| ITF - M15 Monastir | 2022/12/18 10:00 | Terziev, Simeon v Eskander Guryev | 6-2,6-2 |
| ITF M15 Sozopol | 2022/10/22 08:40 | Maks Kasnikowski v Terziev, Simeon | 6-4,6-0 |
| ITF M15 Sozopol | 2022/10/21 07:00 | Terziev, Simeon v Vladyslav Orlov | 1-6,6-3,6-4 |
| ITF M15 Sozopol | 2022/10/20 09:40 | Kalender, Admir v Terziev, Simeon | 4-6,4-6 |
| ITF M15 Sozopol | 2022/10/18 07:00 | Terziev, Simeon v Wojcik, Yann | 7-6,6-4 |
| ITF M15 Sozopol | 2022/10/12 09:10 | Yanaki Milev v Terziev, Simeon | 7-6,7-6 |
| ITF - M15 Antalya | 2023/05/14 12:00 | Marsel Ilhan v Dmitrii Vasilev | 5-7,6-3,10-8 |
| ITF - M25 Kursumlijska Banja | 2023/05/08 08:00 | Dmitrii Vasilev v Sai K R Ganta | 3-6,3-6 |
| ITF - M15 Kursumlijska Banja | 2023/05/01 07:00 | Dmitrii Vasilev v Niklas Waldner | 6-3,1-6,7-10 |
| ITF - M15 Kursumlijska Banja | 2023/04/30 08:00 | Dmitrii Vasilev v Munteanu, Dan Radu | 6-2,7-5 |
| ITF - M15 Kursumlijska Banja | 2023/04/23 09:00 | Karol Filar v Dmitrii Vasilev | 6-1,4-6,12-10 |
| ITF - M15 Sharm El Sheikh | 2023/03/29 08:30 | Saba Purtseladze v Dmitrii Vasilev | 6-2,6-4 |
| ITF - M15 Sharm El Sheikh | 2023/03/28 08:30 | Artem Alekseychuk v Dmitrii Vasilev | 7-6,4-6,7-10 |
| ITF - M15 Sharm El Sheikh | 2023/03/27 08:30 | Dmitrii Vasilev v Sergo Sikharulidze | 6-1,6-7,10-4 |