Stadium: Court 1 Round: 62 Ground: Hardcourt outdoor
| ITF M25 - Pretoria | 2021/09/27 10:20 | Joshua Howard-Tripp v Tom Slabbert | 6-1,6-3 |
| ITF M25 - Pretoria | 2021/09/26 08:20 | Joshua Howard-Tripp v Adam Hobbs | 6-1,6-1 |
| ITF M25 - Johannesburg | 2021/09/21 07:00 | Neil Oberleitner v Joshua Howard-Tripp | 6-3,6-1 |
| ITF M25 - Johannesburg | 2021/09/20 08:15 | Guy Dagan v Joshua Howard-Tripp | 1-6,0-6 |
| ITF M25 - Johannesburg | 2021/09/19 08:10 | Luke Clifton v Joshua Howard-Tripp | 1-6,0-6 |
| ITF M25 - Johannesburg | 2021/09/14 11:30 | Joshua Howard-Tripp v Khololwam Montsi | 4-6,2-6 |
| ITF M15 - Edwardsville | 2021/07/20 14:30 | William Griffith v Joshua Howard-Tripp | 4-6,6-2,10-3 |
| ITF M15 - Edwardsville | 2021/07/19 15:00 | Tennyson Whiting v Joshua Howard-Tripp | 2-6,1-6 |
| ITF M25 - Pretoria | 2021/09/27 08:30 | Da-niel Kotze v Vasilios Caripi | 0-6,1-6 |
| ITF M25 - Johannesburg | 2021/09/20 07:00 | Peter Goldsteiner v Vasilios Caripi | 6-0,6-1 |
| ITF M25 - Johannesburg - Kval | 2021/09/19 09:00 | Josh Cronje v Vasilios Caripi | 4-6,1-6 |
| ITF M25 - Johannesburg | 2021/09/16 10:00 | Alastair Gray v Vasilios Caripi | 6-0,6-1 |
| ITF M25 - Johannesburg | 2021/09/15 12:00 | Ethan D Sibanda v Vasilios Caripi | 4-6,6-4,0-6 |
| ITF M25 - Johannesburg | 2021/09/13 13:30 | Omer Yeshaya v Vasilios Caripi | 1-6,6-7 |
| ITF M25 - Johannesburg | 2021/09/13 08:30 | James Edley v Vasilios Caripi | 6-4,6-7,4-10 |
| ITF M25 - Johannesburg | 2021/09/12 10:40 | Lwazi Ngwenya v Vasilios Caripi | 4-6,4-6 |