stadio: Hard 20 Round: 62 Ground: Hardcourt outdoor
| ITF M25 Santa Margherita | 2023/10/02 09:55 | Giannicola Misasi v Vincent Jonah Strauch | 6-3,6-2 |
| ITF M15 Sharm El Sheikh | 2023/03/19 08:00 | Werner Zimmermann v Vincent Jonah Strauch | 1-6,0-6 |
| ITF M25 Heraklion | 2023/11/14 07:30 | James Davis v Simon Freund | 6-4,5-7,10-7 |
| ITF M25 Heraklion | 2023/11/13 08:30 | Graham Maassen v Simon Freund | 3-6,2-6 |
| ITF M25 Heraklion | 2023/11/07 07:30 | Guy Den Heijer v Simon Freund | 6-2,3-6,10-5 |
| ITF M25 Heraklion | 2023/11/06 07:00 | Graham Maassen v Simon Freund | 4-6,2-6 |
| ITF M25 Heraklion | 2023/11/05 07:00 | Simon Freund v Filippo Romano | 6-2,6-1 |
| ITF M25 Tavira | 2023/10/17 10:30 | Diego F Flores v Simon Freund | 6-1,6-4 |
| ITF M25 Tavira | 2023/10/16 08:30 | Simon Freund v Tomas Vaise | 6-3,6-2 |
| ITF M25 Tavira | 2023/10/15 09:00 | Jasin Jakupi v Simon Freund | 2-6,1-6 |