Stadium: Court 7 Round: 25 Ground: Clay
| Challenger Amersfoort | 2023/07/16 10:30 | Joris De Loore v Deney Wassermann | 7-6,6-4 |
| ITF M25 The Hague | 2023/07/07 12:35 | Sander Jong v Deney Wassermann | 3-6,6-7 |
| ITF M25 The Hague | 2023/07/06 17:00 | Thiemo De Bakker v Deney Wassermann | 6-7,6-1,4-6 |
| ITF M25 The Hague | 2023/07/05 17:40 | Deney Wassermann v Ergi Kirkin | 7-6,7-6 |
| ITF M15 Alkmaar | 2023/06/28 11:30 | Deney Wassermann v Guy Den Ouden | 6-7,5-7 |
| ITF M15 Antalya | 2023/05/13 07:55 | Deney Wassermann v Gabriel Debru | 6-3,6-4 |
| ITF M15 Antalya | 2023/05/12 10:30 | Edas Butvilas v Deney Wassermann | 6-1,5-7,4-6 |
| ITF M15 Antalya | 2023/05/11 07:30 | Deney Wassermann v Yanaki Milev | 6-3,2-6,6-2 |
| Challenger Augsburg | 2023/08/21 16:00 | Timo Stodder v Max Houkes | 7-5,6-1 |
| Challenger Meerbusch | 2023/08/08 14:45 | Kilian Feldbausch v Max Houkes | 7-5,6-4 |
| Challenger Liberec | 2023/07/31 14:00 | Max Houkes v Daniel Michalski | 5-7,4-6 |
| Challenger Verona | 2023/07/26 12:00 | Chun Hsin Tseng v Max Houkes | 4-6,7-5,6-3 |
| Challenger Verona | 2023/07/24 08:00 | Max Houkes v Samuel Vincent Ruggeri | 6-2,4-6,3-6 |
| Challenger Verona | 2023/07/23 08:00 | Max Houkes v Simone Roncalli | 6-4,6-7,6-2 |
| Challenger Amersfoort | 2023/07/18 11:50 | Max Houkes v Nicholas David Ionel | 6-7,2-6 |
| ITF M25 The Hague | 2023/07/09 08:50 | Guy Den Ouden v Max Houkes | 6-3,3-6,3-6 |