Stadium: Court 12 Round: 29 Ground: Hardcourt outdoor
| ITF M25 Sintra | 2023/09/15 09:00 | Henrique Rocha v Jaime Faria | 6-3,1-6,6-3 |
| ITF M25 Sintra | 2023/09/14 09:00 | Henrique Rocha v Martim Simoes | 6-4,6-0 |
| ITF M25 Sintra | 2023/09/13 09:00 | Henrique Rocha v Patrick Schoen | 7-5,6-2 |
| ITF M25 Sintra | 2023/09/09 10:30 | Harry Wendelken v Henrique Rocha | 6-2,3-6,7-5 |
| 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 |
| ITF M25 Sintra | 2023/09/16 11:30 | Martin Damm v Sebastian Fanselow | 6-7,6-4,4-6 |
| ITF M25 Sintra | 2023/09/15 09:00 | Sebastian Fanselow v Duarte Vale | 6-4,6-1 |
| ITF M25 Sintra | 2023/09/14 11:20 | Sebastian Fanselow v Tomas C Abasolo | 6-7,6-3,6-4 |
| ITF M25 Sintra | 2023/09/13 12:20 | Sebastian Fanselow v Kuzey Cekirge | 7-6,7-5 |
| ITF M25 Sintra | 2023/09/09 10:30 | Jaime Faria v Sebastian Fanselow | 6-3,3-6,6-3 |
| ITF M25 Sintra | 2023/09/08 09:30 | Sebastian Fanselow v Duarte Vale | 6-4,6-1 |
| ITF M25 Sintra | 2023/09/07 10:00 | Sebastian Fanselow v Michele Ribecai | 2-6,6-3,6-2 |
| ITF M15 Frankfurt Am Main | 2023/08/08 13:00 | Rostislav Galfinger v Sebastian Fanselow | 1-6,7-6,2-6 |