Stadium: Court 3 Round: 14 Ground: Clay
| Challenger - Oeiras | 2023/04/18 09:00 | Chun Hsin Tseng v Henri Squire | 6-2,6-3 |
| Challenger - Oeiras | 2023/04/17 09:00 | Henri Squire v Cezar Cretu | 3-6,3-6 |
| Challenger - Oeiras | 2023/04/16 09:00 | Henri Squire v Yshai Oliel | 6-3,7-6 |
| Challenger - Madrid | 2023/04/13 13:40 | Henri Squire v Sebastian Ofner | 6-7,1-6 |
| Challenger - Madrid | 2023/04/11 11:20 | Henri Squire v Frederico Ferreira Silva | 6-7,6-4,6-3 |
| Challenger - Madrid | 2023/04/10 09:00 | Alexey Vatutin v Henri Squire | 3-6,6-3,6-4 |
| Challenger - Madrid | 2023/04/09 09:00 | Evgeny Karlovskiy v Henri Squire | 6-3,4-6,1-6 |
| ITF - M25 Montreal | 2023/03/19 15:00 | Gabriel Diallo v Henri Squire | 7-6,6-3 |
| ITF - M25 Faro | 2023/02/20 11:35 | Jan Jermar v Fabio Coelho | 2-6,1-6 |
| ITF - M25 Faro | 2023/02/19 13:00 | Manuel Almeida v Jan Jermar | 0-6,2-6 |
| ITF - M25 Vila Real de Santo Antonio | 2023/02/13 09:30 | Benjamin Winter Lopez v Jan Jermar | 6-1,6-2 |
| ITF - M25 Vila Real de Santo Antonio | 2023/02/12 09:00 | Jan Jermar v Jordi Domenech Castillo | 6-2,6-3 |
| ITF - M25 Vila Real de Santo Antonio | 2023/02/07 10:00 | Mario Mansilla Diez v Jan Jermar | 6-0,6-2 |
| ITF - M25 Vila Real de Santo Antonio | 2023/02/06 10:00 | Jan Jermar v Enzo Frances Tessari | 6-4,6-2 |
| ITF - M25 Vila Real de Santo Antonio | 2023/02/05 10:00 | Jan Jermar v Areg Stepanian | 6-3,6-2 |
| ITF - M15 Bressuire | 2023/01/16 10:25 | Maik Steiner v Jan Jermar | 6-3,6-3 |