Stadium: Campus Court 1 Round: 62 Ground: Hardcourt outdoor
| ITF M25 Vale Do Lobo | 2023/11/21 10:00 | Russell Henderson v Marco Berti | 6-1,4-6,7-10 |
| 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 M25 Faro | 2024/02/29 12:20 | Altug Celikbilek v Alejandro T Alvarez | 6-0,6-2 |
| ITF M25 Faro | 2024/02/28 13:35 | Alejandro T Alvarez v Goncalo Falcao | 5-7,6-4,6-4 |
| ITF M15 Ceuta | 2023/12/13 14:00 | Volodymyr Iakubenko v Alejandro T Alvarez | 2-6,6-4,6-2 |
| ITF M25 Madrid | 2023/12/04 08:15 | Martins Rocens v Alejandro T Alvarez | 6-2,6-1 |
| ITF M25 Madrid | 2023/12/03 10:30 | Davide Galvanin v Alejandro T Alvarez | 3-6,0-6 |
| ITF M15 Madrid | 2023/11/30 09:55 | Alejo Sanchez Quilez v Alejandro T Alvarez | 6-3,6-2 |
| ITF M25 Vale Do Lobo | 2023/11/14 12:00 | Peter Buldorini v Alejandro T Alvarez | 7-5,6-3 |
| ITF M25 Vale Do Lobo | 2023/11/13 11:00 | Tomas Almeida v Alejandro T Alvarez | 1-6,1-6 |