Stadium: Court 3 Round: 62 Ground: Hardcourt outdoor
| Challenger Maia | 2023/11/26 11:00 | Tiago Silva v Aleksandr Braynin | 6-7,1-6 |
| ITF M25 Idanha-A-Nova | 2023/08/24 11:20 | Christian Langmo v Tiago Silva | 3-6,7-6,6-4 |
| ITF M25 Idanha-A-Nova | 2023/08/23 11:50 | Tiago Silva v Arvid Nordquist | 7-5,7-6 |
| Challenger Porto | 2023/07/30 12:40 | Lucas Poullain v Tiago Silva | 6-0,6-1 |
| ITF M25 Porto | 2023/07/26 17:55 | Tiago Silva v Duarte Vale | 2-6,3-6 |
| ITF M25 Castelo Branco | 2023/07/19 10:30 | Jaime Faria v Tiago Silva | 4-6,6-1,6-2 |
| ITF M15 Monastir | 2023/06/26 08:00 | Kyle Rae v Tiago Silva | 5-7,6-4,10-6 |
| ITF M15 Monastir | 2023/06/19 16:50 | Kalman Boyd v Tiago Silva | 6-4,6-7,10-8 |
| ITF M25 Loule | 2024/03/18 11:00 | Andres F Canovas v Russell Henderson | 6-2,6-3 |
| ITF M25 Loule | 2024/03/17 11:00 | Tomas Cortez v Russell Henderson | 1-6,3-6 |
| ITF M25 Vale Do Lobo | 2024/03/11 10:00 | Eero Vasa v Russell Henderson | 6-4,6-1 |
| ITF M25 Vale Do Lobo | 2024/03/10 11:00 | Russell Henderson v Afonso Portugal | 2-6,7-6,10-7 |
| ITF M25 Quinta Do Lago | 2024/03/03 09:30 | Russell Henderson v Alejandro T Alvarez | 6-7,1-6 |
| ITF M25 Vale Do Lobo | 2023/11/21 10:00 | Russell Henderson v Marco Berti | 6-1,4-6,7-10 |
| ITF M25 Vale Do Lobo | 2023/11/20 10:30 | Stijn Slump v Russell Henderson | 3-6,6-1,7-10 |
| ITF M25 Vale Do Lobo | 2023/11/19 11:15 | Russell Henderson v Bernardo Henriques | 6-3,6-4 |