Stadium: Court 3 Round: 25 Ground: Clay
| ITF M15 Antalya | 2023/04/24 09:05 | Simon Freund v Radovan Michalik | 2-6,0-6 |
| ITF M15 Antalya | 2023/04/17 12:35 | Konstantin Zhzhenov v Simon Freund | 1-6,6-2,10-2 |
| ITF M15 Antalya | 2023/04/16 07:00 | Maximilian Figl v Simon Freund | 6-1,2-6,5-10 |
| ITF M15 Monastir | 2023/02/22 12:35 | Simon Freund v Niccolo Baroni | 7-5,4-6,2-6 |
| ITF M15 Monastir | 2023/02/20 10:25 | Simon Freund v Ruben Hartig | 6-4,6-4 |
| ITF M15 Monastir | 2023/02/19 09:00 | Simon Freund v Youssef Labbene | 6-1,6-4 |
| ITF M15 Monastir | 2023/02/15 10:05 | Simon Freund v Ryan Nijboer | 3-6,1-6 |
| ITF M15 Monastir | 2023/02/13 12:45 | Jasza Szajrych v Simon Freund | 1-6,1-6 |
| ITF M15 Meerbusch | 2023/04/23 10:30 | Yan Sabanin v Mariano Dedura-Palomero | 3-6,6-7 |
| ITF M25 Santa Margherita | 2023/04/17 11:05 | Yan Sabanin v Alexander Orlov | 4-6,6-4,9-11 |
| ITF M25 Santa Margherita | 2023/04/09 08:00 | Yan Sabanin v Pietro Marino | 1-6,3-6 |
| ITF M25 Santa Margherita | 2023/04/04 10:50 | Yan Sabanin v Timo Stodder | 2-6,0-6 |
| ITF M25 Santa Margherita | 2023/04/02 13:20 | Yan Sabanin v Stephanos Schinas | 6-2,6-4 |
| ITF M25 Trimbach | 2023/03/17 10:00 | Yan Sabanin v Beibit Zhukayev | 4-6,6-7 |
| ITF M25 Trimbach | 2023/03/16 10:35 | Adam Moundir v Yan Sabanin | 4-6,2-6 |
| ITF M25 Trimbach | 2023/03/15 15:55 | Patric Prinoth v Yan Sabanin | 6-1,6-7,2-6 |