Stadium: Court 2 Round: 44 Ground: Hardcourt outdoor
| ITF M25 - Tavira | 2023/10/16 13:30 | Alexis Boureau v Andre Stewart | 2-6,6-4,10-2 |
| ITF M25 - Tavira | 2023/10/15 12:00 | Daniel Marincas v Andre Stewart | 7-6,4-6,10-12 |
| ITF M25 - Tavira | 2023/10/08 09:00 | Fred Simonsson v Andre Stewart | 6-1,6-2 |
| ITF M25 - Setubal | 2023/09/19 10:50 | Goncalo Falcao v Andre Stewart | 6-3,6-2 |
| ITF M25 - Sintra | 2023/09/11 09:00 | Diogo Marques v Andre Stewart | 6-2,6-4 |
| ITF M25 - Idanha-A-Nova | 2023/08/28 09:45 | Max Cunat v Andre Stewart | 6-3,6-2 |
| ITF M25 - Idanha-A-Nova | 2023/08/27 12:00 | Dhruva Mulye v Andre Stewart | 2-6,0-6 |
| ITF M25 - Idanha-A-Nova | 2023/08/20 10:00 | Hugo Soares v Andre Stewart | 7-6,6-1 |
| 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 - Vale Do Lobo | 2020/10/25 12:30 | Jaimee Floyd Angele v Russell Henderson | 6-3,6-4 |