Stadium: C2 - VS Installation Round: 25 Ground: Clay
| ITF M25 Varnamo | 2023/05/11 08:15 | Dragos Nicolae Madaras v Simon Freund | 6-1,6-4 |
| ITF M25 Varnamo | 2023/05/10 08:10 | Simon Freund v Yan Sabanin | 6-0,6-0 |
| 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 M25 Varnamo | 2023/05/11 10:20 | Elmer Moller v Lewie Lane | 6-2,6-4 |
| ITF M25 Varnamo | 2023/05/09 11:40 | Lewie Lane v Nicolas Kobelt | 6-3,2-6,7-5 |
| ITF M15 Meerbusch | 2023/04/25 08:00 | Buvaysar Gadamauri v Lewie Lane | 1-6,6-2,12-10 |
| ITF M15 Meerbusch | 2023/04/24 13:30 | Quin Verstegen v Lewie Lane | 4-6,6-4,11-13 |
| ITF M15 Meerbusch | 2023/04/23 10:30 | Martin Benes v Lewie Lane | 6-4,1-6,11-13 |
| ITF M15 Telde | 2023/04/13 10:50 | Lewie Lane v Georgii Kravchenko | 1-6,1-6 |
| ITF M15 Telde | 2023/04/12 10:15 | Lewie Lane v Noah Lopez Cherubino | 6-2,6-3 |
| ITF M15 Telde | 2023/04/10 07:00 | Lewie Lane v Izan Almazan Valiente | 6-4,6-2 |