Stadium: Court 11 Round: 44 Ground: Hardcourt outdoor
| ITF M25 Vale Do Lobo | 2023/11/12 12:00 | Andre Stewart v Russell Henderson | 6-3,6-1 |
| ITF M25 Quinta Do Lago | 2023/03/05 16:00 | Pijus Vaitiekunas v Russell Henderson | 6-2,6-4 |
| ITF M25 Sintra | 2022/09/11 09:00 | Afonso Portugal v Russell Henderson | 6-2,2-6,5-10 |
| ITF M15 Castelo Branco | 2021/07/26 08:30 | Russell Henderson v Robin Bertrand | 2-6,2-6 |
| ITF M15 Castelo Branco | 2021/07/25 08:30 | Simao Alves v Russell Henderson | 4-6,5-7 |
| ITF M15 Almada | 2021/07/04 12:00 | Russell Henderson v Terence Das | 1-6,0-6 |
| ITF M25 Vale Do Lobo | 2021/03/07 12:00 | Russell Henderson v Gianmarco Amatiste | 6-3,2-6,7-10 |
| ITF M25 Vale Do Lobo | 2021/02/21 16:30 | Max Westphal v Russell Henderson | 6-1,6-2 |
| ITF M25 Setubal | 2023/09/18 09:00 | Goncalo Falcao v Bernardo Henriques | 6-1,6-1 |
| ITF M25 Sintra | 2023/09/10 08:30 | Leo Lagarrigue v Bernardo Henriques | 6-4,7-5 |
| ITF M25 Quinta Do Lago | 2023/03/07 12:30 | Bernardo Henriques v Afonso Portugal | 2-6,2-6 |
| ITF M25 Loule | 2023/02/26 12:00 | Sil Hollemans v Bernardo Henriques | 6-3,6-2 |