| UTR Pro Cardiff | 2023/12/04 08:00 | Jip Van Assendelft v Ewan Moore | 6-7,3-6 |
| ITF - Norman M15 | 2023/10/25 21:20 | Jip Van Assendelft v Luis Carlos Alvarez Valdes | 2-6,5-7 |
| ITF - Norman M15 | 2023/10/24 15:00 | Jip Van Assendelft v Ilgiz Valiev | 6-4,6-2 |
| ITF - Norman M15 | 2023/10/23 15:00 | Jip Van Assendelft v Gus Tettamble | 6-1,6-3 |
| ITF - Eindhoven M15 | 2023/08/03 09:00 | Jip Van Assendelft v Stijn Paardekooper | 1-6,3-6 |
| ITF - Eindhoven M15 | 2023/08/02 15:40 | Matyas Fuele v Jip Van Assendelft | 4-6,3-6 |
| ITF - Eindhoven M15 | 2023/08/01 16:30 | Jack Loge v Jip Van Assendelft | 6-4,4-6,1-6 |
| ITF - Eindhoven M15 | 2023/07/31 10:30 | Jip Van Assendelft v Alen Moritz Hodzic | 6-2,6-3 |
| UTR Pro Cardiff | 2023/12/04 08:00 | Kyle Rae v Charlie Miller | 6-3,1-6,6-2 |
| UTR Pro - Easton | 2023/11/19 12:44 | Ewen Lumsden v Kyle Rae | 6-1,6-2 |
| UTR Pro - Easton | 2023/11/18 13:38 | Kyle Rae v David Quayle | 6-4,5-4 |
| UTR Pro - Easton | 2023/11/17 08:00 | Kyle Rae v Aaron Dawson | 6-3,6-0 |
| UTR Pro - Easton | 2023/11/15 09:30 | Kyle Rae v Ching Wah Wai | 6-1,6-2 |
| UTR Pro - Easton | 2023/11/14 08:00 | Kyle Rae v Luca Bluett | 1-6,6-3,3-6 |
| UTR Pro - Easton | 2023/11/13 13:58 | Ewan Moore v Kyle Rae | 6-7,6-0,6-7 |
| ITF - Monastir M15 | 2023/10/08 08:00 | Kyle Rae v Aleksei Mokrov | 3-6,0-6 |