Stadium: Court 7 Round: 54 Ground: Clay
| ITF M25 Pretoria | 2021/10/02 11:30 | Khololwam Montsi v Rio Noguchi | 5-7,2-6 |
| ITF M25 Pretoria | 2021/10/01 13:35 | Sebastian Prechtel v Khololwam Montsi | 2-6,3-6 |
| ITF M25 Pretoria | 2021/09/29 10:45 | Khololwam Montsi v Peter Goldsteiner | 6-4,6-3 |
| ITF M25 Johannesburg | 2021/09/24 07:55 | Alastair Gray v Khololwam Montsi | 6-2,6-4 |
| ITF M25 Johannesburg | 2021/09/23 08:00 | Khololwam Montsi v Markos Kalovelonis | 6-1,6-3 |
| ITF M25 Johannesburg | 2021/09/21 10:25 | Francesco Vilardo v Khololwam Montsi | 4-6,5-7 |
| ITF M25 Johannesburg | 2021/09/14 11:30 | Joshua Howard-Tripp v Khololwam Montsi | 4-6,2-6 |
| ITF M15 Monastir | 2021/08/05 08:50 | Mattia Bellucci v Khololwam Montsi | 6-2,6-2 |
| ITF M25 Santo Domingo | 2021/12/07 13:00 | Matt Kuhar v Stefan Simeunovic | 6-3,6-1 |
| ITF M25 Santo Domingo | 2021/12/06 13:30 | Stefan Simeunovic v Juan Luis Yanine | 6-2,6-1 |
| ITF M25 Santo Domingo | 2021/12/05 14:00 | Stefan Simeunovic v Jesus M Rosario | 6-1,6-2 |
| ITF M15 Guatemala | 2021/11/25 17:10 | Stefan Simeunovic v Taha Baadi | 6-7,4-6 |
| ITF M15 Guatemala | 2021/11/24 17:20 | Joshua Peck v Stefan Simeunovic | 3-6,6-4,2-6 |
| ITF M15 Guatemala | 2021/11/22 16:00 | Anshumat Srivastava v Stefan Simeunovic | 0-6,0-6 |
| ITF M15 Guatemala | 2021/11/21 16:00 | Stefan Simeunovic v Ying-Ze Chen | 6-4,7-6 |
| ITF M15 Jerusalem | 2021/05/10 07:00 | Karlo Cubelic v Stefan Simeunovic | 6-1,6-1 |