Stadium: Court 5 Round: 26 Ground: Hardcourt outdoor
| ITF M25 Laval | 2023/07/12 14:00 | John Mercer v Jaden Weekes | 1-6,2-6 |
| ITF M15 Lakewood | 2023/07/05 16:55 | Jaden Weekes v Gage Brymer | 6-7,5-7 |
| Challenger Drummondville | 2022/11/14 16:45 | Jaden Weekes v Kai Wehnelt | 2-6,4-6 |
| Challenger Drummondville | 2022/11/13 18:00 | David Poljak v Jaden Weekes | 4-6,6-7 |
| Challenger Calgary | 2022/11/08 21:00 | Jaden Weekes v Skander Mansouri | 2-6,4-6 |
| ITF M25 Saint-Augustin | 2022/10/26 21:30 | Jaden Weekes v Jonathan Sorbo | 5-7,4-6 |
| ITF M15 Ithaca | 2022/10/06 14:00 | Paul Inchauspe v Jaden Weekes | 6-3,6-1 |
| ITF M15 Ithaca | 2022/10/04 23:15 | Jaden Weekes v Kiranpal Pannu | 6-1,6-2 |
| ITF M25 Laval | 2023/07/12 15:30 | Adam Faragcao v James Tracy | 3-6,3-6 |
| ITF M25 Santo Domingo | 2023/06/30 13:30 | James Tracy v Liam Draxl | 4-6,2-6 |
| ITF M25 Santo Domingo | 2023/06/29 15:35 | Evan Bynoe v James Tracy | 1-6,2-6 |
| ITF M25 Santo Domingo | 2023/06/28 19:15 | James Tracy v Alex Cairo | 4-6,6-3,6-2 |
| ITF M15 South Bend | 2023/06/25 15:00 | Strong Kirchheimer v James Tracy | 1-6,2-6 |
| ITF M15 South Bend | 2023/06/24 16:55 | James Tracy v Axel Nefve | 3-6,6-3,6-0 |
| ITF M15 South Bend | 2023/06/23 16:00 | Ryan Fishback v James Tracy | 5-7,1-6 |
| ITF M15 South Bend | 2023/06/22 16:55 | Perry Gregg v James Tracy | 3-6,6-4,5-7 |