Stadium: Court 10 Round: 27 Ground: Hardcourt outdoor
| ITF M15 - Doha | 2021/10/21 12:30 | Simon Freund v Joshua Paris | 6-1,7-6 |
| ITF M15 - Doha | 2021/10/20 12:30 | Simon Freund v Christoffer Solberg | 6-3,6-4 |
| ITF M25 - Falun | 2021/09/28 10:55 | Maximilian Neuchrist v Simon Freund | 4-6,6-3,6-2 |
| ITF M25 - Falun | 2021/09/27 09:45 | Simon Freund v Robin Thour | 4-6,6-3,12-10 |
| ITF M25 - Jönköping | 2021/09/21 09:10 | Jonathan Mridha v Simon Freund | 7-5,4-6,7-5 |
| ITF M25 - Ricany | 2021/09/01 11:40 | Antonin Bolardt v Simon Freund | 6-2,1-6,6-4 |
| ITF M15 - Bratislava | 2021/08/26 07:55 | Vasil Kirkov v Simon Freund | 6-0,6-1 |
| ITF M15 - Bratislava | 2021/08/25 11:35 | Simon Freund v Obrad Markovski | 6-3,6-4 |
| ITF M15 - Doha | 2021/10/21 15:30 | Tibo Colson v Julian Cash | 3-6,6-7 |
| ITF M15 - Doha | 2021/10/20 12:30 | Boris Butulija v Julian Cash | 2-6,3-6 |
| ITF M15 - Doha | 2021/10/13 12:30 | Patrik Niklas-Salminen v Julian Cash | 1-6,6-3,6-2 |
| ITF M25 - Pretoria | 2021/09/29 10:35 | Jeremy Beale v Julian Cash | 6-4,6-2 |
| ITF M25 - Johannesburg | 2021/09/22 08:30 | Julian Cash v Alastair Gray | 3-6,3-6 |
| ITF M25 - Johannesburg | 2021/09/21 07:00 | Julian Cash v Asaf Friedler | 6-0,6-3 |
| ITF M25 - Johannesburg | 2021/09/20 08:20 | Julian Cash v Omer Yeshaya | 6-2,6-0 |
| ITF M25 - Johannesburg - Kvalifikation | 2021/09/19 07:00 | Julian Cash v Lwazi Ngwenya | 6-3,6-1 |