Stadium: Court 10 Round: 44 Ground: Hardcourt outdoor
| 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 |
| 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 | 2023/11/20 10:30 | Luke Kelsall v Marco Berti | 0-6,2-6 |
| ITF M25 Vale Do Lobo | 2023/11/13 11:00 | Marco Berti v Goncalo Falcao | 6-7,0-6 |
| ITF M25 Vale Do Lobo | 2023/11/12 12:00 | Johannes Seeman v Marco Berti | 1-6,3-6 |
| ITF M15 Monastir | 2023/10/29 09:30 | Marco Berti v Sandro Cottino | 4-6,4-6 |
| ITF M15 Monastir | 2023/10/23 08:00 | Marco Berti v Ruslan Serazhetdinov | 5-7,4-6 |
| ITF M15 Monastir | 2023/10/22 08:00 | Michal Krajci v Marco Berti | 5-7,4-6 |
| ITF M25 Setubal | 2023/09/20 09:00 | Marco Berti v Alejandro T Alvarez | 1-6,5-7 |
| ITF M25 Setubal | 2023/09/19 10:30 | Marco Berti v Francisco Guimaraes | 7-6,6-3 |