Stadium: Tennis Club Favorit - Court 4 Ground: Clay
Referee:
| ITF M15 Pirot | 2024/08/18 07:00 | Santiago Russo v David Simeonov | 6-3,6-2 |
| ITF M15 Sofia | 2024/08/12 12:30 | Edoardo De Filippo v David Simeonov | 6-1,4-6,10-5 |
| ITF M15 Sofia | 2024/08/12 07:30 | David Simeonov v Jacques-Kai Inoue | 5-7,6-2,11-9 |
| ITF M15 Sofia | 2024/08/11 08:00 | Boris Stojanovic v David Simeonov | 2-6,2-6 |
| ITF M25 Skopje | 2023/06/04 07:00 | Mateo Berta v David Simeonov | 7-6,6-2 |
| ITF M15 Pazardzhik | 2023/05/22 07:00 | Giuseppe Tresca v David Simeonov | 7-5,6-3 |
| ITF M15 Pazardzhik | 2023/05/21 07:00 | David Simeonov v Luca Nari | 6-2,6-3 |
| ITF M15 Pazardzhik | 2023/05/15 13:00 | David Simeonov v Ioannis Xilas | 4-6,3-6 |
| ITF M15 Antalya | 2025/03/27 09:37 | Gabriel Matuszewski v Gabriele Piraino | 1-6,4-6 |
| ITF M15 Antalya | 2025/03/26 12:49 | Gabriel Matuszewski v Ivan La Cava | 2-6,6-2,5-4 |
| ITF M15 Antalya | 2025/02/20 07:00 | Gabriel Matuszewski v Ignacio Parisca | 4-6,4-6 |
| ITF M15 Antalya | 2025/02/12 11:59 | Nikola Basic v Gabriel Matuszewski | 6-1,1-6,6-4 |
| ITF M25 Antalya | 2025/02/05 10:41 | Manuel Mazza v Gabriel Matuszewski | 7-5,6-3 |
| ITF M25 Antalya | 2025/02/04 08:30 | Oleg Syrovatskiy v Gabriel Matuszewski | 6-4,1-6,0-1 |
| ITF M25 Antalya | 2025/01/29 11:22 | Gabriel Matuszewski v Guy Den Ouden | 1-6,5-6 |
| ITF M25 Antalya | 2025/01/28 07:00 | Gabriel Matuszewski v Andrea Meduri | 6-2,6-1 |