Stadium: Court 14 Round: 25 Ground: Hardcourt outdoor
| ITF M15 - Sharm El Sheikh | 2023/02/08 08:00 | Guy Den Ouden v Matthew William Donald | 6-4,6-4 |
| ITF M15 - Heraklion | 2023/10/17 06:30 | Guy Den Ouden v David Quayle | 6-1,7-5 |
| ITF M15 - Heraklion | 2023/10/16 07:00 | Guy Den Ouden v Hamid Reza Nadaf | 6-3,6-4 |
| ITF M25 - Koksijde | 2023/08/20 13:00 | Guy Den Ouden v Timo Legout | 7-5,6-2 |
| ITF M25 - Koksijde | 2023/08/19 12:00 | Luciano Emanuel Ambrogi v Guy Den Ouden | 3-6,4-6 |
| ITF M25 - Koksijde | 2023/08/18 08:00 | Guy Den Ouden v Buvaysar Gadamauri | 6-3,7-5 |
| ITF M25 - Koksijde | 2023/08/16 15:30 | Guy Den Ouden v Alexander Blockx | 6-2,6-2 |
| ITF M25 - Koksijde | 2023/08/14 14:10 | Guy Den Ouden v Jack Loge | 7-5,6-0 |
| Challenger Meerbusch | 2023/08/09 13:05 | Guy Den Ouden v Titouan Droguet | 4-6,2-6 |
| ITF M15 - Arad | 2023/09/29 07:00 | Matthew William Donald v Jakub Nicod | 4-6,3-6 |
| ITF M15 - Arad | 2023/09/28 07:50 | Matthew William Donald v Bogdan Pavel | 7-5,6-4 |
| ITF M15 - Arad | 2023/09/27 07:00 | Filip Cristian Jianu v Matthew William Donald | 6-7,3-6 |
| ITF M15 - Arad | 2023/09/26 08:35 | Matthew William Donald v Darius Florin Pop | 6-1,6-4 |
| ITF M25 - Pardubice | 2023/09/20 11:50 | Martin Krumich v Matthew William Donald | 6-1,6-3 |
| ITF M25 - Pardubice | 2023/09/19 08:00 | Matthew William Donald v Aleksander Chayka | 6-3,6-1 |
| ITF M25 - Pardubice | 2023/09/17 10:30 | Matthew William Donald v Adam Blecha | 6-0,6-2 |
| UTR Pro - Olomouc | 2023/09/16 07:30 | Lukas Rosol v Matthew William Donald | 5-7,7-5,6-2 |