Stadium: Court 2 Round: 26 Ground: Hardcourt indoor
| ITF - M25 Montreal | 2023/03/09 17:20 | Henri Squire v Kousuke Ogura | 6-2,6-4 |
| ITF - M25 Montreal | 2023/03/15 14:00 | Kousuke Ogura v Aristotelis Thanos | 6-4,7-6 |
| ITF - M25 Montreal | 2023/03/09 17:20 | Henri Squire v Kousuke Ogura | 6-2,6-4 |
| ITF - M25 Montreal | 2023/03/08 21:35 | Kousuke Ogura v Nicaise Muamba | 7-5,6-2 |
| ITF - M15 Naples | 2023/03/02 15:00 | Kousuke Ogura v Isaiah Strode | 2-6,4-6 |
| ITF - M15 Naples | 2023/03/01 16:30 | Kousuke Ogura v Blu Baker | 6-0,7-5 |
| ITF - M15 Naples | 2023/02/28 14:30 | Kousuke Ogura v Ryan Dickerson | 0-6,2-6 |
| ITF - M15 Naples | 2023/02/27 14:30 | Kousuke Ogura v Elijah Strode | 6-4,6-3 |
| ITF - M15 Naples | 2023/02/20 17:00 | Kousuke Ogura v Collin Altamirano | 2-6,3-6 |
| 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 |
| 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 |