Stadium: Court 1 Round: 27 Ground: Hardcourt indoor
| 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 Georgia | 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 |
| Challenger Calgary | 2022/11/06 21:50 | David Poljak v Benjamin Sigouin | 6-3,6-2 |
| ITF M25 Montreal | 2023/03/09 15:00 | Toby Alex Kodat v Strong Kirchheimer | 6-7,3-6 |
| ITF M25 Montreal | 2023/03/08 17:40 | A.J Catanzariti v Strong Kirchheimer | 3-6,4-6 |
| Challenger Rome Georgia | 2023/02/20 16:40 | Strong Kirchheimer v Coleman Wong | 3-6,4-6 |
| Challenger Rome Georgia | 2023/02/19 20:30 | Strong Kirchheimer v Luke Johnson | 6-3,6-3 |
| Challenger Cleveland | 2023/02/02 16:00 | Strong Kirchheimer v Yibing Wu | 6-7,6-7 |
| Challenger Cleveland | 2023/01/31 15:00 | Evan Zhu v Strong Kirchheimer | 2-6,5-7 |
| ITF M15 Ithaca | 2023/01/20 18:45 | Darian King v Strong Kirchheimer | 6-2,6-7,6-4 |
| ITF M15 Ithaca | 2023/01/19 19:45 | Ozan Baris v Strong Kirchheimer | 3-6,7-6,6-7 |