Stadium: Court 3 Round: 25 Ground: Hardcourt indoor
| ITF M25 Montreal | 2023/03/10 17:10 | Benjamin Sigouin v Strong Kirchheimer | 2-6,3-6 |
| ITF M25 Montreal | 2023/03/09 17:10 | Daniel Rodrigues v Benjamin Sigouin | 4-6,6-3,3-6 |
| ITF M25 Montreal | 2023/03/08 16:30 | Benjamin Sigouin v Alexander Visser | 5-7,7-6,7-5 |
| Challenger Rome GA | 2023/02/19 22:05 | Keegan Smith v Benjamin Sigouin | 6-3,6-4 |
| ITF M15 Edmond | 2023/01/25 17:45 | Benjamin Sigouin v Alex Michelsen | 5-7,3-6 |
| ITF M15 Ithaca | 2023/01/17 16:00 | Benjamin Sigouin v Christopher Bulus | 3-6,6-7 |
| ITF M15 Ithaca | 2023/01/16 18:30 | Benjamin Sigouin v Marko Mesarovic | 6-4,7-6 |
| Challenger Drummondville | 2022/11/13 22:10 | Maks Kasnikowski v Benjamin Sigouin | 7-5,2-6,6-1 |
| ITF M25 Montreal | 2023/03/14 14:00 | Gianni Ross v Azariah Rusher | 6-3,2-6,10-7 |
| ITF M25 Montreal | 2023/03/13 15:35 | Gianni Ross v Jared Thompkins | 6-4,6-2 |
| ITF M25 Montreal | 2023/03/08 18:25 | Henri Squire v Gianni Ross | 6-3,6-2 |
| ITF M25 Montreal | 2023/03/07 16:45 | Gianni Ross v Joe Tyler | 6-2,6-2 |
| ITF M25 Montreal | 2023/03/06 14:55 | Gianni Ross v Shayan Najam | 6-0,6-2 |
| ITF M25 Wesley Chapel | 2023/01/25 14:00 | Gianni Ross v Zachary Svajda | 1-6,2-6 |
| ITF M15 Ithaca | 2023/01/17 18:30 | Osgar O'Hoisin v Gianni Ross | 7-6,6-3 |
| ITF M15 Winston-Salem | 2022/11/09 21:10 | Luciano Tacchi v Gianni Ross | 7-6,6-1 |