Stadium: Court 3 Round: 62 Ground: Hardcourt outdoor
| ITF - M15 Sharm El Sheikh | 2021/10/25 08:00 | Stylianos Christodoulou v Matias Riva | 6-3,6-3 |
| ITF - M15 Sharm El Sheikh | 2021/10/24 09:30 | Laelson Rodrigues v Stylianos Christodoulou | 3-6,3-6 |
| ITF - M15 Doha | 2021/10/12 12:30 | Boris Butulija v Stylianos Christodoulou | 6-1,7-6 |
| ITF M15 Doha Qual | 2021/10/10 12:55 | AL Alawi, Sultan Khalfan v Stylianos Christodoulou | 6-3,5-7,1-10 |
| ITF - M15 Sharm El Sheikh | 2021/10/24 13:30 | Nikita Ianin v Hobbs, Roy | 7-5,6-7,4-10 |
| ITF - M15 Sharm El Sheikh | 2021/10/17 13:30 | Seely, Seth v Hobbs, Roy | 7-6,3-6,10-7 |
| ITF - M15 Sharm El Sheikh | 2021/10/11 08:30 | Pijus Vaitiekunas v Hobbs, Roy | 6-7,7-6,10-2 |
| ITF - M15 Sharm El Sheikh | 2021/10/10 09:30 | Hobbs, Roy v Noikor, Noppadol | 6-2,6-3 |
| ITF - M15 Sharm El Sheikh | 2021/10/03 10:30 | Hobbs, Roy v Daiki Yoshimura | 2-6,2-6 |
| ITF M25 Pretoria | 2021/09/27 10:00 | Hobbs, Roy v Alexander Edley | 3-6,2-6 |
| ITF M25 Pretoria | 2021/09/26 10:40 | Sibanda, Ethan Denzel v Hobbs, Roy | 3-6,6-4,10-12 |
| ITF M25 Johannesburg Qual | 2021/09/19 10:35 | Hobbs, Roy v Koenig, Luc | 6-7,6-7 |