Stadium: Court 12 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Idanha-A-Nova | 2023/08/31 09:55 | Johannes Ingildsen v Harry Wendelken | 7-5,6-0 |
| ITF M25 Idanha-A-Nova | 2023/08/29 08:00 | Sergio Davila Godoy v Harry Wendelken | 0-6,5-7 |
| ITF M25 Aldershot | 2023/08/16 09:00 | Harry Wendelken v Sean Hodkin | 4-6,4-6 |
| ITF M25 Roehampton | 2023/08/10 09:30 | Michael Shaw v Harry Wendelken | 6-1,3-6,6-3 |
| ITF M25 Roehampton | 2023/08/08 12:05 | Ryan James Storrie v Harry Wendelken | 2-6,7-6,4-6 |
| Wimbledon | 2023/06/26 10:00 | Matteo Gigante v Harry Wendelken | 6-3,7-6 |
| Challenger Ilkley | 2023/06/20 10:30 | Sho Shimabukuro v Harry Wendelken | 6-2,6-7,6-2 |
| Challenger Nottingham | 2023/06/11 15:40 | Harry Wendelken v Alex Michelsen | 6-4,3-6,5-7 |
| ITF M25 Idanha-A-Nova | 2023/08/30 12:20 | Goncalo Marques v Jake Van Emburgh | 7-6,6-4 |
| ITF M25 Idanha-A-Nova | 2023/08/21 11:50 | Jake Van Emburgh v Rafael I Luque | 1-6,2-6 |
| ITF M25 Idanha-A-Nova | 2023/08/20 13:00 | Jake Van Emburgh v Daniel Batista | 7-6,6-0 |
| ITF M25 Aldershot | 2023/08/17 08:55 | Hamish Stewart v Jake Van Emburgh | 6-2,6-4 |
| ITF M25 Aldershot | 2023/08/16 11:05 | Jake Van Emburgh v Corey Gaal | 6-4,6-3 |
| ITF M25 Aldershot | 2023/08/14 08:55 | Jake Van Emburgh v Yujiro Onuma | 3-6,7-5,10-6 |
| ITF M25 Aldershot | 2023/08/13 11:10 | Jake Van Emburgh v Jack Gibbens | 3-6,6-3,10-4 |
| ITF M25 Porto | 2023/07/28 10:00 | Jake Van Emburgh v Raphael Lambling | 3-6,6-1,1-6 |