Stadium: Court 12 Round: 28 Ground: Hardcourt outdoor
| ITF M25 Sintra | 2023/09/08 09:30 | Harry Wendelken v Rodrigo Fernandes | 6-4,3-6,6-2 |
| 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 |
| ITF M25 Sintra | 2023/09/07 11:50 | Tiago Pereira v Henrique Rocha | 6-7,6-2,3-6 |
| ITF M25 Sintra | 2023/09/06 16:00 | Christian Lerby v Henrique Rocha | 2-6,1-6 |
| Challenger Como | 2023/08/28 16:15 | Henrique Rocha v Valentin Royer | 4-6,2-6 |
| Challenger Augsburg | 2023/08/22 08:00 | Henrique Rocha v Moez Echargui | 1-6,1-6 |
| Challenger Augsburg | 2023/08/21 09:50 | Henrique Rocha v David Pichler | 6-7,3-6 |
| Challenger Porto | 2023/08/03 12:00 | Henrique Rocha v Steven Diez | 3-6,2-6 |
| Challenger Porto | 2023/08/01 17:30 | Henrique Rocha v Robert Strombachs | 6-4,4-6,6-4 |
| ITF M25 Porto | 2023/07/26 10:00 | Henrique Rocha v Fabrizio Andaloro | 2-6,6-3,4-6 |