Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Pretoria | 2021/09/30 07:30 | Simon, Sahar v Filip Peliwo | 2-6,2-6 |
| ITF M25 Pretoria | 2021/09/28 07:00 | Koenig, Luc v Simon, Sahar | 1-6,2-6 |
| ITF M25 Pretoria | 2021/09/27 10:45 | Kayombo, Guelord v Simon, Sahar | 1-6,0-6 |
| 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 Nur-Sultan | 2021/10/27 08:05 | Kravchuk, Konstantin v Alec Beckley | 6-4,7-5 |
| ITF M25 Nur-Sultan | 2021/10/26 05:00 | Alec Beckley v Kapuskin, Petr | 7-6,6-4 |
| ITF M25 Nur-Sultan | 2021/10/25 06:15 | Alec Beckley v Arslanbek Aitkulov | 6-4,6-4 |
| ITF M25 Nur-Sultan | 2021/10/20 07:00 | Alec Beckley v Kravchuk, Konstantin | 1-6,3-6 |
| ITF M25 Nur-Sultan | 2021/10/19 05:05 | Alec Beckley v Alexander Chepik | 7-6,6-3 |
| ITF M25 Pretoria | 2021/09/29 12:00 | Benjamin Lock v Alec Beckley | 6-4,7-6 |
| ITF M25 Johannesburg | 2021/09/24 08:00 | Alec Beckley v Mateus Alves | 1-6,4-6 |
| ITF M25 Johannesburg | 2021/09/23 08:30 | Alec Beckley v Menelaos Efstathiou | 7-6,6-4 |