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 엘라민, 아마르 | 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 | Kasnikowski, Maks v Terziev, Simeon | 6-4,6-0 |
| ITF M15 Sozopol | 2022/10/21 07:00 | Terziev, Simeon v 올로브, 블라디슬라브 | 1-6,6-3,6-4 |
| ITF M15 Sozopol | 2022/10/20 09:40 | 칼렌더, 아드미르 v Terziev, Simeon | 4-6,4-6 |
| ITF M15 Sozopol | 2022/10/18 07:00 | Terziev, Simeon v 보지크, 얀 | 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 | 일란, 마르셀 v Dmitrii Vasilev | 5-7,6-3,10-8 |
| ITF M25 Kursumlijska Banja | 2023/05/08 08:00 | Dmitrii Vasilev v Ganta, Sai Karteek Reddy | 3-6,3-6 |
| ITF M15 Kursumlijska Banja | 2023/05/01 07:00 | Dmitrii Vasilev v 왈드너, 니클라스 | 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 | 필라르, 카롤 v Dmitrii Vasilev | 6-1,4-6,12-10 |
| ITF M15 Sharm El Sheikh | 2023/03/29 08:30 | 푸르트셀라드즈, 사바 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 Sikharulidze, Sergo | 6-1,6-7,10-4 |