Stadium: Court 8 Round: 19 Ground: Hardcourt indoor
| ITF M25 Saint-Augustin | 2023/10/26 17:00 | Juan Carlos Aguilar v Giles Hussey | 5-7,1-6 |
| Challenger Calgary | 2023/11/06 01:00 | Giles Hussey v Piotr Matuszewski | 6-1,4-6,6-4 |
| ITF M25 Edmonton | 2023/11/05 18:55 | Justin Boulais v Giles Hussey | 3-6,7-6,6-0 |
| ITF M25 Edmonton | 2023/11/04 18:10 | Giles Hussey v Charles Broom | 2-6,7-5,6-2 |
| ITF M25 Edmonton | 2023/11/03 17:30 | Giles Hussey v Clement Chidekh | 6-1,3-6,6-0 |
| ITF M25 Edmonton | 2023/11/02 16:00 | Giles Hussey v Collin Altamirano | 6-4,6-3 |
| ITF M25 Edmonton | 2023/10/31 20:15 | Giles Hussey v Taha Baadi | 6-2,6-2 |
| ITF M25 Saint-Augustin | 2023/10/27 19:10 | Aidan Mayo v Giles Hussey | 7-6,7-6 |
| ITF M25 Saint-Augustin | 2023/10/26 17:00 | Juan Carlos Aguilar v Giles Hussey | 5-7,1-6 |
| Challenger Calgary | 2023/11/05 21:15 | Nicaise Muamba v Juan Carlos Aguilar | 4-6,4-6 |
| ITF M25 Edmonton | 2023/11/02 15:55 | Juan Carlos Aguilar v Clement Chidekh | 2-6,0-6 |
| ITF M25 Edmonton | 2023/10/31 15:00 | Juan Carlos Aguilar v Osgar O'Hoisin | 6-4,7-6 |
| ITF M25 Saint-Augustin | 2023/10/26 17:00 | Juan Carlos Aguilar v Giles Hussey | 5-7,1-6 |
| ITF M25 Saint-Augustin | 2023/10/24 19:15 | Nicolas Arseneault v Juan Carlos Aguilar | 4-6,5-7 |
| ITF M25 Zapopan | 2023/10/11 20:00 | Juan Carlos Aguilar v Brandon Perez | 7-5,4-6,6-4 |
| ITF M25 Zapopan | 2023/10/11 17:05 | Juan Carlos Aguilar v Gerardo L Villasenor | 6-7,6-3,6-2 |
| ITF M25 Madrid | 2023/09/13 11:10 | Aidan Mchugh v Juan Carlos Aguilar | 7-6,6-3 |