Stadium: Court 1 Round: 29 Ground: Hardcourt indoor
| ITF M25 - Montreal | 2023/03/18 15:00 | Gabriel Diallo v Strong Kirchheimer | 6-2,7-6 |
| ITF M25 - Montreal | 2023/03/17 14:00 | Gabriel Diallo v Tibo Colson | 6-2,7-5 |
| ITF M25 - Montreal | 2023/03/16 15:25 | Gabriel Diallo v Aurel Ciocanu | 6-3,6-3 |
| ITF M25 - Montreal | 2023/03/14 18:10 | Gabriel Diallo v Toby Alex Kodat | 6-1,6-7,7-6 |
| Challenger Puerto Vallarta | 2023/03/08 01:30 | Yuta Shimizu v Gabriel Diallo | 4-6,6-3,7-6 |
| ATP Dallas | 2023/02/08 18:00 | Emilio Gomez v Gabriel Diallo | 6-4,6-7,7-6 |
| ATP Dallas | 2023/02/06 19:35 | Brandon Holt v Gabriel Diallo | 7-6,7-6 |
| ATP Dallas | 2023/02/05 23:05 | Antonio M-Hidalgo v Gabriel Diallo | 4-6,3-6 |
| ITF M25 - Montreal | 2023/03/18 16:55 | Jaimee Floyd Angele v Henri Squire | 7-6,3-6,4-6 |
| ITF M25 - Montreal | 2023/03/17 16:05 | Osgar O'Hoisin v Henri Squire | 6-7,1-6 |
| ITF M25 - Montreal | 2023/03/16 14:00 | Kousuke Ogura v Henri Squire | 1-6,1-6 |
| ITF M25 - Montreal | 2023/03/15 18:45 | Ben Jones v Henri Squire | 4-6,4-6 |
| 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 |