Stadium: Court 9 Round: 27 Ground: Hardcourt outdoor
| ITF M25 Sintra | 2023/09/06 11:20 | Harry Wendelken v Jake Van Emburgh | 6-3,6-4 |
| 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 |
| ITF M25 Sintra | 2023/09/07 12:45 | Rodrigo Fernandes v Martyn Pawelski | 6-2,4-6,6-2 |
| ITF M25 Sintra | 2023/09/06 13:30 | Rodrigo Fernandes v Fabio Coelho | 6-3,6-3 |
| ITF M25 Idanha-A-Nova | 2023/08/30 11:30 | Rodrigo Fernandes v Dan Added | 2-6,0-6 |
| ITF M25 Sanxenxo | 2023/04/24 16:15 | Rodrigo Fernandes v Keanu Elias Immler | 2-6,2-6 |
| ITF M25 Sanxenxo | 2023/04/24 11:00 | Artiom Dorofeev v Rodrigo Fernandes | 3-6,6-1,8-10 |
| ITF M25 Portimao | 2023/03/15 17:45 | Rodrigo Fernandes v Aidan Mchugh | 3-6,2-6 |
| ITF M25 Loule | 2023/02/26 12:00 | Diego F Flores v Rodrigo Fernandes | 6-3,6-3 |
| ITF M25 Faro | 2023/02/19 13:00 | Rodrigo Fernandes v Nikolay Nedelchev | 0-6,7-6,8-10 |