Stadium: Court 2 Round: 27 Ground: Clay
| ITF M25 Risskov/Aarhus | 2023/06/15 11:55 | Max Houkes v Jonas P Hartenstein | 6-7,6-4,6-3 |
| ITF M25 Risskov/Aarhus | 2023/06/14 08:30 | Max Houkes v Jack Karlsson Winstrand | 7-5,6-2 |
| Challenger Skopje | 2023/05/24 09:00 | Max Houkes v Oliver Crawford | 4-6,2-6 |
| Challenger Skopje | 2023/05/22 15:10 | Kacper Zuk v Max Houkes | 1-6,1-6 |
| Challenger Tunis | 2023/05/16 08:30 | Sho Shimabukuro v Max Houkes | 6-1,3-6,6-1 |
| Challenger Tunis | 2023/05/14 13:50 | Rayen Hermassi v Max Houkes | 2-6,0-6 |
| Challenger Prague | 2023/05/01 11:05 | Max Houkes v Vitaliy Sachko | 6-4,4-6,5-7 |
| Challenger Prague | 2023/04/30 12:30 | Shintaro Mochizuki v Max Houkes | 6-7,3-6 |
| ITF M25 Risskov/Aarhus | 2023/06/15 08:30 | Philipp Pavlenko v Guy Den Ouden | 2-6,1-6 |
| ITF M25 Risskov/Aarhus | 2023/06/14 08:25 | Carl Emil Overbeck v Guy Den Ouden | 1-6,2-6 |
| ITF M25 Bodrum | 2023/05/25 07:00 | Valentin Vacherot v Guy Den Ouden | 6-3,6-3 |
| ITF M25 Bodrum | 2023/05/24 07:00 | Guy Den Ouden v Egor Agafonov | 6-1,7-6 |
| ITF M25 Bodrum | 2023/05/23 11:15 | Federico Campana v Guy Den Ouden | 3-6,3-6 |
| ITF M25 Kursumlijska Banja | 2023/05/17 09:00 | Rrezart Cungu v Guy Den Ouden | 6-2,7-6 |
| ITF M15 Alaminos-Larnaca | 2023/05/04 10:00 | Guy Den Ouden v Filip Cristian Jianu | 6-7,1-6 |
| ITF M15 Alaminos-Larnaca | 2023/05/03 06:00 | Guy Den Ouden v Samuele Pieri | 6-3,6-4 |