Stadium: Court 14 Round: 62 Ground: Hardcourt outdoor
| 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 |
| ITF M15 Faro | 2020/03/01 11:00 | Russell Henderson v Alessandro Coppini | 1-6,1-6 |
| ITF M25 Oliveira De Azemeis | 2019/09/23 10:00 | Tomas C Abasolo v Russell Henderson | 3-6,2-6 |
| ITF M25 Quinta Do Lago | 2022/03/22 10:00 | Martim Simoes v Bingyu Yu | 4-6,4-6 |
| ITF M25 Quinta Do Lago | 2022/03/21 13:30 | Aditya Katticaren v Martim Simoes | 1-6,0-6 |
| ITF M25 Loule | 2022/03/13 12:00 | Martim Simoes v Niv Zuckerman | 1-6,6-4,5-10 |
| ITF M25 Portimao | 2022/03/06 14:00 | Martim Simoes v Deney Wassermann | 3-6,1-6 |
| ITF M25 Faro | 2022/02/27 13:20 | Martim Simoes v Sergi Perez Contri | 4-6,0-6 |
| ITF M25 Loule | 2021/10/11 12:15 | Martim Simoes v Henrique Rocha | 5-7,3-6 |
| ITF M25 Loule | 2021/10/10 10:00 | Tiago Sousa v Martim Simoes | 3-6,3-6 |
| ITF M25 Setubal | 2021/10/04 10:00 | Martim Simoes v Paulo A S Dos Santos | 2-6,6-4,8-10 |