Stadium: Court 12 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Sintra | 2023/09/06 10:40 | Marcus Walters v Martim Simoes | 3-6,6-2,10-8 |
| ITF M25 Sintra | 2023/09/05 14:30 | Martim Simoes v Alfredo Casso | 3-6,6-2,10-2 |
| ITF M25 Sintra | 2023/09/03 08:00 | Martim Simoes v Guilherme Valdoleiros | 6-2,6-3 |
| ITF M25 Idanha-A-Nova | 2023/08/29 08:00 | David Poljak v Martim Simoes | 6-3,7-5 |
| ITF M25 Idanha-A-Nova | 2023/08/21 09:45 | Goncalo Falcao v Martim Simoes | 6-3,6-4 |
| ITF M15 Monastir | 2023/05/29 12:30 | Martim Simoes v Martin Borisiouk | 0-6,1-6 |
| ITF M15 Monastir | 2023/05/28 08:30 | Rishabdev Raman v Martim Simoes | 0-6,4-6 |
| ITF M15 Monastir | 2023/05/22 08:30 | Linang Xiao v Martim Simoes | 6-2,2-6,10-6 |
| ITF M25 Sintra | 2023/09/12 11:05 | Goncalo Falcao v James Mackinlay | 6-4,3-6,8-10 |
| ITF M25 Sintra | 2023/09/11 14:30 | James Mackinlay v Tomas Almeida | 7-6,6-3 |
| ITF M25 Sintra | 2023/09/11 09:00 | James Mackinlay v Niv Zuckerman | 7-5,6-7,10-4 |
| ITF M25 Sintra | 2023/09/05 14:30 | James Mackinlay v Leonardo Civita-Telles | 1-6,0-6 |
| ITF M25 Sintra | 2023/09/03 08:00 | James Mackinlay v Josh Reid | 6-1,6-3 |
| ITF M25 Nottingham Qual | 2023/04/24 10:20 | Brandon Murphy v James Mackinlay | 6-2,7-5 |
| ITF M15 Monastir | 2023/04/03 15:00 | James Mackinlay v Matteo De Vincentis | 2-6,0-6 |
| UK Pro League | 2023/03/11 11:45 | Liam Hignett v James Mackinlay | 7-6,6-3 |