Stadium: Court 1 Round: 25 Ground: Hardcourt indoor
| Challenger Columbus | 2022/09/20 18:55 | Justin Boulais v James Tracy | 7-5,7-6 |
| Challenger Stanford | 2023/08/12 18:00 | Nick Chappell v James Tracy | 6-4,6-4 |
| Challenger Santo Domingo | 2023/08/06 17:00 | Juan Sebastian Gomez v James Tracy | 7-5,6-3 |
| ITF M25 Laval | 2023/07/16 16:00 | James Tracy v Blaise Bicknell | 6-3,3-6,4-6 |
| ITF M25 Laval | 2023/07/15 13:55 | James Tracy v Leo Vithoontien | 6-3,6-2 |
| ITF M25 Laval | 2023/07/14 17:55 | Alafia Ayeni v James Tracy | 3-6,7-5,1-6 |
| ITF M25 Laval | 2023/07/14 14:00 | Jaden Weekes v James Tracy | 4-6,2-6 |
| 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 |
| Challenger Cary | 2023/09/10 19:50 | Garrett Johns v Justin Boulais | 7-5,7-6 |
| Challenger Winnipeg | 2023/08/13 18:05 | Cleeve Harper v Justin Boulais | 4-6,6-3,6-2 |
| ATP Toronto | 2023/08/05 16:55 | Corentin Moutet v Justin Boulais | 6-0,6-3 |
| Challenger Lexington | 2023/08/01 15:50 | Arthur Cazaux v Justin Boulais | 7-5,4-6,6-4 |
| Challenger Lexington | 2023/07/31 14:00 | Justin Boulais v Jaimee Floyd Angele | 6-3,6-4 |
| Challenger Lexington | 2023/07/30 14:00 | Justin Boulais v Joshua Sheehy | 6-2,7-5 |
| Challenger Granby | 2023/07/21 17:00 | Justin Boulais v Philip Sekulic | 3-6,2-6 |
| Challenger Granby | 2023/07/20 19:00 | Mark Lajal v Justin Boulais | 4-6,6-1,6-7 |