Stadium: Court 12 Round: 62 Ground: Hardcourt outdoor
| ITF - Quinta Do Lago M25 | 2021/10/19 09:00 | Mathys Erhard v Rodrigo Beires | 6-2,6-1 |
| ITF - Quinta Do Lago M25 | 2021/10/18 10:30 | Rodrigo Beires v Mikail Alimli | 0-6,6-2,10-8 |
| ITF - Loule M25 | 2021/10/10 12:00 | Rodrigo Beires v Lennart Melzer | 4-6,0-6 |
| FPT Portugal Series | 2020/07/06 15:30 | Rodrigo Beires v Francisco Cabral | 1-6,1-6 |
| ITF - Oberhaching M15 | 2022/02/13 15:05 | Dusan Obradovic v Simon Freund | 2-6,6-3,10-8 |
| ITF - Oberhaching M15 | 2022/02/13 08:00 | Paul Woerner v Simon Freund | 2-6,6-7 |
| ATP Sztokholm | 2021/11/06 11:00 | Simon Freund v Nino Serdarusic | 1-6,7-6,3-6 |
| ITF - Doha M15 | 2021/10/22 12:30 | Simon Freund v Julian Cash | 5-7,3-6 |
| ITF - Doha M15 | 2021/10/21 12:30 | Simon Freund v Joshua Paris | 6-1,7-6 |
| ITF - Doha M15 | 2021/10/20 12:30 | Simon Freund v Christoffer Solberg | 6-3,6-4 |
| ITF - Falun M25 | 2021/09/28 10:55 | Maximilian Neuchrist v Simon Freund | 4-6,6-3,6-2 |
| ITF - Falun M25 | 2021/09/27 09:45 | Simon Freund v Robin Thour | 4-6,6-3,12-10 |