Stadium: Court 9 Round: 54 Ground: Clay
| ITF M25 Pretoria | 2021/09/30 07:25 | Beale, Jeremy v Howard-Tripp, Joshua | 6-3,6-4 |
| ITF M25 Pretoria | 2021/09/29 13:50 | Nel, Anro v Howard-Tripp, Joshua | 2-6,2-6 |
| ITF M25 Pretoria | 2021/09/28 07:00 | Howard-Tripp, Joshua v Caripi, Vasilios | 6-2,6-3 |
| ITF M25 Pretoria | 2021/09/27 10:20 | Howard-Tripp, Joshua v Tom Slabbert | 6-1,6-3 |
| ITF M25 Pretoria | 2021/09/26 08:20 | Howard-Tripp, Joshua v Adam Hobbs | 6-1,6-1 |
| ITF M25 Johannesburg | 2021/09/21 07:00 | Neil Oberleitner v Howard-Tripp, Joshua | 6-3,6-1 |
| ITF M25 Johannesburg | 2021/09/20 08:15 | Dagan, Guy v Howard-Tripp, Joshua | 1-6,0-6 |
| ITF M25 Johannesburg | 2021/09/19 08:10 | Luke Clifton v Howard-Tripp, Joshua | 1-6,0-6 |
| ITF M25 Santo Domingo Qual | 2022/06/12 14:00 | Michael DeFelice v Duggal, Yashdeep Singh | 0-6,1-6 |
| ITF - M15 Vero Beach | 2022/04/25 16:00 | Blaise Bicknell v Michael DeFelice | 6-0,6-0 |