Stadium: Court 4 Round: 26 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2021/07/20 10:25 | Erik Crepaldi v Khololwam Montsi | 6-4,6-0 |
| ITF M15 Champaign | 2021/06/25 17:00 | Gabriel Diallo v Khololwam Montsi | 7-5,6-3 |
| ITF M15 Champaign | 2021/06/24 17:25 | Khololwam Montsi v Ezekiel Clark | 4-6,6-4,6-1 |
| ITF M15 Champaign | 2021/06/23 18:45 | Khololwam Montsi v Ben Shelton | 6-4,4-6,7-5 |
| ITF M15 Jerusalem | 2021/05/11 06:30 | Khololwam Montsi v Julian Cash | 5-7,6-4,5-7 |
| ITF M15 Ramat Hasharon | 2021/05/05 07:00 | Khololwam Montsi v Ben Patael | 4-6,1-6 |
| ITF M15 Sharm El Sheikh | 2021/03/10 07:30 | Edoardo Eremin v Khololwam Montsi | 6-3,4-6,6-4 |
| ITF M15 Sharm El Sheikh | 2021/03/03 13:00 | Jakub Paul v Khololwam Montsi | 6-1,7-6 |
| ITF M15 Monastir | 2021/07/28 10:15 | Joshua Sheehy v Nikolas Moceanu | 3-6,6-1,6-2 |
| ITF M15 Monastir | 2021/07/26 14:30 | Stefan Vujic v Joshua Sheehy | 4-6,0-6 |
| ITF M15 Monastir | 2021/07/26 09:00 | Raffael Schaer v Joshua Sheehy | 2-6,3-6 |
| ITF M15 Monastir | 2021/07/25 12:00 | Carlo Alberto Fossati v Joshua Sheehy | 4-6,3-6 |
| ITF M15 Monastir | 2021/07/19 14:00 | Kazuma Kawachi v Joshua Sheehy | 7-5,7-5 |
| ITF M15 Monastir | 2021/07/19 09:00 | Nikolay Sysoev v Joshua Sheehy | 2-6,1-6 |
| ITF M15 Monastir | 2021/07/18 09:00 | Aleksandr Lobanov v Joshua Sheehy | 4-6,4-6 |
| ITF M15 Monastir | 2021/07/12 09:00 | Connor Di Marco v Joshua Sheehy | 7-6,6-4 |