Ground: Clay
| ITF M15 Kursumlijska Banja | 2024/09/09 09:00 | Gabriel Matuszewski v Vladan Tadic | 2-6,3-6 |
| ITF M15 Kursumlijska Banja | 2024/09/08 11:00 | Norbert Marosik v Gabriel Matuszewski | 2-6,6-3,6-10 |
| ITF M15 Pirot | 2024/09/04 07:30 | Alessandro Bellifemine v Gabriel Matuszewski | 6-2,6-4 |
| ITF M15 Pirot | 2024/09/02 07:00 | Gabriel Matuszewski v Mateya Stanisavljevic | 6-1,6-3 |
| ITF M15 Pirot | 2024/09/01 09:30 | Gabriel Matuszewski v Leon Peranovic | 6-1,6-0 |
| ITF M15 Kursumlijska Banja | 2024/08/26 06:00 | Zelimir Rudan v Gabriel Matuszewski | 6-2,2-6,10-7 |
| ITF M15 Pirot | 2024/08/19 12:00 | Santiago Russo v Gabriel Matuszewski | 6-0,7-6 |
| ITF M15 Kursumlijska Banja | 2024/08/13 06:00 | Gabriel Matuszewski v Novak Novakovic | 5-7,3-6 |
| Challenger Sibiu | 2024/09/17 12:30 | Guy Den Ouden v Hynek Barton | 6-7,4-6 |
| Challenger Dobrich | 2024/09/14 09:00 | Guy Den Ouden v Jelle Sels | 6-2,6-3 |
| Challenger Dobrich | 2024/09/13 12:00 | Genaro Alberto Olivieri v Guy Den Ouden | 1-6,4-6 |
| Challenger Dobrich | 2024/09/13 08:00 | Guy Den Ouden v Alexander Donski | 6-3,6-3 |
| Challenger Dobrich | 2024/09/12 08:30 | Liam Draxl v Guy Den Ouden | 3-6,5-7 |
| Challenger Dobrich | 2024/09/10 11:40 | Guy Den Ouden v Frederico Ferreira Silva | 7-6,6-3 |
| Challenger Seville | 2024/09/03 11:35 | Guy Den Ouden v Daniel Altmaier | 6-7,6-7 |
| Challenger Seville | 2024/09/02 09:00 | Guy Den Ouden v Gabriele Pennaforti | 6-4,3-6,6-2 |