Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Sofia | 2022/07/07 10:35 | Leonid Sheyngezikht v Yanaki Milev | 7-6,6-4 |
| ITF M15 Sofia | 2022/07/05 10:15 | Yanaki Milev v Cezar Cretu | 6-4,6-3 |
| ITF M15 Belgrade | 2022/06/29 12:45 | Yanaki Milev v Roko Horvat | 3-6,6-7 |
| ITF M25 Skopje | 2022/06/07 08:00 | Stefanos Sakellaridis v Yanaki Milev | 3-6,6-3,10-4 |
| ITF M25 Skopje | 2022/06/06 12:40 | Luka Ljuben Andonov v Yanaki Milev | 5-7,1-6 |
| ITF M25 Skopje | 2022/06/05 08:00 | Samuil Konov v Yanaki Milev | 6-4,3-6,3-10 |
| UTR Pro Tennis Series Plovdiv | 2022/02/13 07:00 | Egor Agafonov v Yanaki Milev | 6-1,6-1 |
| UTR Pro Tennis Series Plovdiv | 2022/02/12 11:30 | Yanaki Milev v Simon A Ivanov | 6-4,6-3 |
| ITF M15 Sofia | 2022/07/06 10:50 | Alexandar Lazarov v Simeon Terziev | 6-3,6-3 |
| ITF M25 Osijek | 2022/05/18 08:00 | Patrik Jurina v Simeon Terziev | 7-6,3-6,6-2 |
| ITF M15 Antalya | 2022/04/26 07:00 | Diego A B Sanchez v Simeon Terziev | 6-2,6-0 |
| ITF M15 Antalya | 2022/04/25 06:50 | Simeon Terziev v Fletcher Scott | 6-4,6-2 |
| ITF M15 Antalya | 2022/04/24 07:00 | Amirhosein Kepadkho v Simeon Terziev | 1-6,0-6 |
| ITF M15 Antalya | 2022/04/11 07:55 | Ilya Snitari v Simeon Terziev | 6-2,6-2 |
| ITF M15 Antalya | 2022/04/04 11:40 | Simeon Terziev v Tomas Lanik | 6-1,4-6,11-13 |
| ITF M15 Antalya | 2022/04/03 07:00 | Simeon Terziev v Amir Hossein Badi | 6-2,6-0 |