Stadium: Court 1 Round: 25 Ground: Hardcourt indoor
| ITF - M25 Montreal | 2023/03/14 16:10 | Ben Jones v Tommaso Carnevale-Miino | 6-4,3-6,10-8 |
| ITF - M25 Montreal | 2023/03/13 17:05 | Ben Jones v Andres Valentin Ispas | 6-2,6-3 |
| ITF - M25 Montreal | 2023/03/11 16:00 | Ben Jones v Strong Kirchheimer | 0-6,4-6 |
| ITF - M25 Montreal | 2023/03/10 15:30 | Ben Jones v Sandro Kopp | 6-7,7-5,6-2 |
| ITF - M25 Montreal | 2023/03/09 17:20 | Ben Jones v Marko Stakusic | 6-7,7-5,7-6 |
| ITF - M25 Montreal | 2023/03/08 16:45 | Ezekiel Clark v Ben Jones | 4-6,5-7 |
| ITF - M25 Montreal | 2023/03/07 15:00 | Ben Jones v Stefano Liokossis | 6-4,7-5 |
| ITF - M25 Montreal | 2023/03/06 16:25 | Ben Jones v Nicolas Arseneault | 6-2,6-0 |
| ITF - M25 Montreal | 2023/03/11 17:20 | Henri Squire v Jules Marie | 4-6,6-2,2-6 |
| ITF - M25 Montreal | 2023/03/10 17:55 | Henri Squire v Alfredo Perez | 6-4,6-2 |
| ITF - M25 Montreal | 2023/03/09 17:20 | Henri Squire v Kousuke Ogura | 6-2,6-4 |
| ITF - M25 Montreal | 2023/03/08 18:25 | Henri Squire v Gianni Ross | 6-3,6-2 |
| Challenger - Waco | 2023/02/26 16:00 | Sebastian Fanselow v Henri Squire | 2-6,2-6 |
| Challenger Rome GA | 2023/02/22 19:10 | Jordan Thompson v Henri Squire | 6-4,6-1 |
| Challenger Rome GA | 2023/02/20 20:30 | Daniel Rincon v Henri Squire | 4-6,2-6 |
| ITF - M25 Bath | 2023/02/12 12:00 | Henri Squire v Jules Marie | 6-3,6-3 |