Stadium: Court 1 Round: 28 Ground: Hardcourt indoor
| ITF M25 Montreal | 2023/03/17 15:40 | Jaimee Floyd Angele v Jules Marie | 7-6,6-0 |
| ITF M25 Montreal | 2023/03/14 19:40 | Sebastian Gima v Jaimee Floyd Angele | 5-7,3-6 |
| ITF M25 Montreal | 2023/03/07 18:10 | Juan Carlos Aguilar v Jaimee Floyd Angele | 6-3,7-5 |
| ITF - M25 Santo Domingo | 2023/02/18 14:00 | Daniel Dutra Da Silva v Jaimee Floyd Angele | 6-3,6-2 |
| ITF - M25 Santo Domingo | 2023/02/17 15:40 | Rodrigues, Daniel v Jaimee Floyd Angele | 2-6,2-6 |
| ITF - M25 Santo Domingo | 2023/02/16 13:30 | Thomas Brown v Jaimee Floyd Angele | 6-7,2-6 |
| ITF - M25 Santo Domingo | 2023/02/14 19:00 | Jaimee Floyd Angele v Wilson Leite | 6-1,7-5 |
| Challenger - Cleveland | 2023/02/01 00:15 | Harrison, Ryan v Jaimee Floyd Angele | 6-2,6-1 |
| 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 Perez, Alfredo | 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 Ross, Gianni | 6-3,6-2 |
| Challenger Waco | 2023/02/26 16:00 | Sebastian Fanselow v Henri Squire | 2-6,2-6 |