Stadium: Court 10 Round: 44 Ground: Hardcourt outdoor
| ITF M25 Vale Do Lobo | 2023/11/15 11:35 | Michael Geerts v Stijn Slump | 6-4,6-4 |
| ITF M25 Vale Do Lobo | 2023/11/14 10:00 | Stijn Slump v Goncalo Falcao | 6-1,6-4 |
| ITF M25 Vale Do Lobo | 2023/11/13 11:00 | Stijn Slump v Keanu Elias Immler | 6-2,6-2 |
| ITF M25 Monastir | 2023/11/10 08:30 | Stijn Slump v Hady Habib | 4-6,2-6 |
| ITF M25 Monastir | 2023/11/09 11:00 | Gian Marco Moroni v Stijn Slump | 6-7,6-2,2-6 |
| ITF M25 Monastir | 2023/11/08 11:20 | Mikhail Gorokhov v Stijn Slump | 4-6,0-6 |
| ITF M25 Monastir | 2023/11/07 10:20 | Stijn Slump v Paul Ender | 6-2,6-3 |
| ITF M25 Monastir | 2023/11/06 08:00 | Stijn Slump v Felipe V Berini | 6-3,2-6,16-14 |
| ITF M25 Vale Do Lobo | 2023/11/19 11:15 | Russell Henderson v Bernardo Henriques | 6-3,6-4 |
| 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 |