Stadium: Court 3 Round: 26 Ground: Hardcourt outdoor
| ITF M15 Hillcrest | 2024/07/03 08:50 | Daniil Savelev v Leo Matthysen | 6-4,4-6,5-7 |
| ITF M25 Hillcrest | 2024/06/28 07:00 | Khololwam Montsi v Leo Matthysen | 6-0,6-0 |
| ITF M25 Hillcrest | 2024/06/27 08:25 | Leo Matthysen v Akram El Sallaly | 6-2,6-3 |
| ITF M25 Hillcrest | 2024/06/26 07:00 | Mattias Southcombe v Leo Matthysen | 4-6,1-6 |
| ITF M15 Hillcrest | 2024/06/18 12:25 | Khololwam Montsi v Leo Matthysen | 6-1,6-4 |
| ITF M15 Monastir | 2024/01/07 08:00 | Leo Matthysen v Dimitris Sakellaridis | 3-6,2-6 |
| ITF M15 Monastir | 2023/11/27 08:30 | Roland Stuurman v Leo Matthysen | 6-4,6-1 |
| ITF M15 Monastir | 2023/11/26 08:00 | Leo Matthysen v Filippo Giovannini | 6-2,7-6 |
| ITF M15 Hillcrest | 2024/07/03 12:00 | Alex Kobelt v Philip Henning | 4-6,4-6 |
| ITF M25 Hillcrest | 2024/06/27 07:00 | Devin Badenhorst v Philip Henning | 6-3,7-6 |
| ITF M25 Hillcrest | 2024/06/26 07:00 | Darrshan Suresh v Philip Henning | 2-6,2-6 |
| ITF M15 Hillcrest | 2024/06/23 08:00 | Connor H Van Schalkwyk v Philip Henning | 4-6,4-6 |
| ITF M15 Hillcrest | 2024/06/22 07:30 | Alec Beckley v Philip Henning | 6-4,2-6,4-6 |
| ITF M15 Hillcrest | 2024/06/21 07:00 | Alexander Donski v Philip Henning | 5-7,6-3,2-6 |
| ITF M15 Hillcrest | 2024/06/20 11:00 | John Bothma v Philip Henning | 2-6,3-6 |
| ITF M15 Hillcrest | 2024/06/19 07:00 | Reuben De Klerk v Philip Henning | 5-7,0-6 |