Stadium: Court 2 Round: 44 Ground: Hardcourt outdoor
| 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 M15 Sao Bras Alportel | 2019/09/01 10:00 | Russell Henderson v Ewen Lumsden | 3-6,3-6 |
| ITF M25 Idanha-A-Nova | 2021/07/23 10:40 | Robin Bertrand v Clement Chidekh | 0-6,0-6 |
| ITF M25 Idanha-A-Nova | 2021/07/22 13:30 | Robin Bertrand v Daniel Little | 3-6,6-1,6-3 |
| ITF M25 Idanha-A-Nova | 2021/07/21 08:00 | Ben Patael v Robin Bertrand | 1-6,3-6 |
| ITF M25 Idanha-A-Nova | 2021/07/20 08:00 | Egor Noskin v Robin Bertrand | 2-6,4-6 |
| ITF M25 Idanha-A-Nova | 2021/07/19 09:40 | Robin Bertrand v Goncalo Falcao | 6-4,6-3 |
| ITF M25 Idanha-A-Nova | 2021/07/18 08:00 | Robin Bertrand v Andre Rodeia | 6-2,6-2 |
| ITF M25 Montauban | 2021/06/21 15:10 | Robin Bertrand v Thomas Deschamps | 6-4,1-6,10-12 |
| ITF M25 Montauban | 2021/06/21 06:55 | Arthur Bouquier v Robin Bertrand | 7-5,4-6,7-10 |