Stadium: Court 2 Round: 25 Ground: Clay
| ITF M25 Pitesti | 2023/07/31 15:30 | Terziev, Simeon v Carnevale-Miino, Tommaso | 3-6,6-3,10-8 |
| ITF M25 Pitesti | 2023/07/30 08:30 | Terziev, Simeon v Stoica, Vlad | 7-6,6-3 |
| ITF M25 Bacau | 2023/07/25 09:15 | Terziev, Simeon v William Jucha | 6-7,0-6 |
| ITF M25 Bacau | 2023/07/24 09:00 | Terziev, Simeon v Luca Nari | 3-6,6-3,10-2 |
| ITF M15 Sofia | 2023/07/06 06:30 | Terziev, Simeon v Jonathan Mridha | 4-6,4-6 |
| ITF M15 Sofia | 2023/07/04 07:00 | Terziev, Simeon v George Lazarov | 6-3,1-6,6-3 |
| ITF M15 Pazardzhik | 2023/05/15 10:00 | Terziev, Simeon v Dmitrii Vasilev | 6-1,3-6,8-10 |
| ITF - M15 Monastir | 2022/12/26 12:30 | Terziev, Simeon v Mikail Alimli | 4-6,4-6 |
| ITF M15 Novi Sad | 2023/07/30 08:00 | Bor Artnak v Andrej Nedic | 6-0,7-6 |
| ITF M15 Novi Sad | 2023/07/29 08:00 | Bor Artnak v Florent Bax | 7-5,7-5 |
| ITF M15 Novi Sad | 2023/07/28 10:50 | Valerio Aboian v Bor Artnak | 2-6,4-6 |
| ITF M15 Novi Sad | 2023/07/27 12:10 | Bor Artnak v Franco Roncadelli | 6-1,6-2 |
| ITF M15 Novi Sad | 2023/07/25 11:45 | Bor Artnak v Vuk Radjenovic | 6-3,6-1 |
| ITF M15 Celje | 2023/07/01 08:20 | Bor Artnak v Enrico Dalla Valle | 5-7,5-7 |
| ITF M15 Celje | 2023/06/30 08:00 | Matej Dodig v Bor Artnak | 6-4,6-7,0-6 |
| ITF M15 Celje | 2023/06/29 10:50 | Jonas Trinker v Bor Artnak | 4-6,3-6 |