Stadium: Court 4 Round: 62 Ground: Hardcourt outdoor
| ITF M25 Pretoria | 2021/09/26 09:55 | George Gregoriou v Kayombo, Guelord | 3-6,0-6 |
| ITF M25 Johannesburg | 2021/09/20 07:00 | Kayombo, Guelord v Preston Brown | 1-6,2-6 |
| ITF M25 Johannesburg Qual | 2021/09/19 11:45 | Kayombo, Guelord v Mengezi D A Sibanda | 6-1,6-3 |
| ITF - M15 Sharm El Sheikh | 2021/03/28 11:30 | Kayombo, Guelord v Alexandros Skorilas | 2-6,1-6 |
| Pretoria, Singles M-ITF-RSA-02A | 2019/09/29 09:30 | Badenhorst, Devin v Kayombo, Guelord | 6-2,6-2 |
| Johannesburg, Singles M-ITF-RSA-01A | 2019/09/22 13:05 | Dylan Salton v Kayombo, Guelord | 6-0,6-0 |
| ITF M25 Pretoria | 2021/09/26 10:20 | Gabay, Shahar v Simon, Sahar | 0-6,2-6 |
| ITF M25 Johannesburg | 2021/09/22 08:40 | Simon, Sahar v Benjamin Lock | 4-6,3-6 |
| ITF M25 Johannesburg | 2021/09/21 07:00 | Kiyamov, Timur v Simon, Sahar | 6-2,4-6,6-10 |
| ITF M25 Johannesburg | 2021/09/20 08:15 | Tadija Radovanovic v Simon, Sahar | 2-6,2-6 |
| ITF M25 Johannesburg Qual | 2021/09/19 07:00 | Jacob Pieter Lubbe v Simon, Sahar | 1-6,0-6 |
| ITF M25 Johannesburg | 2021/09/18 09:40 | Beale, Jeremy v Simon, Sahar | 6-4,6-4 |
| ITF M25 Johannesburg | 2021/09/17 09:55 | Simon, Sahar v Filip Peliwo | 3-6,6-2,6-4 |
| ITF M25 Johannesburg | 2021/09/16 12:50 | Kelsey Stevenson v Simon, Sahar | 2-6,6-4,2-6 |