Stadium: Court 1 Round: 27 Ground: Hardcourt indoor
| Challenger Columbus | 2023/09/18 01:15 | Strong Kirchheimer v Kiranpal Pannu | 6-2,6-1 |
| ITF M25 Saint-Augustin | 2023/10/26 15:00 | Kiranpal Pannu v William Grant | 6-4,6-1 |
| ITF M25 Saint-Augustin | 2023/10/25 14:30 | Kiranpal Pannu v Ben Jones | 6-3,7-6 |
| Challenger Fairfield | 2023/10/08 21:35 | Kiranpal Pannu v Ethan Quinn | 2-6,7-6,4-6 |
| Challenger Bogota | 2023/09/25 17:00 | Blaise Bicknell v Kiranpal Pannu | 7-5,6-7,7-5 |
| Challenger Bogota | 2023/09/24 19:00 | Calum Puttergill v Kiranpal Pannu | 6-4,2-6,4-6 |
| Challenger Columbus | 2023/09/18 01:15 | Strong Kirchheimer v Kiranpal Pannu | 6-2,6-1 |
| Challenger Cary | 2023/09/11 17:00 | Donald Young v Kiranpal Pannu | 6-4,6-1 |
| Challenger Cary | 2023/09/10 17:25 | Kiranpal Pannu v Quinn Vandecasteele | 6-2,4-6,6-0 |
| ITF M25 Saint-Augustin | 2023/10/26 14:55 | Osgar O'Hoisin v Strong Kirchheimer | 2-6,2-6 |
| ITF M25 Saint-Augustin | 2023/10/25 16:05 | Jonathan Sorbo v Strong Kirchheimer | 0-6,0-6 |
| Challenger Fairfield | 2023/10/10 19:15 | Christian Langmo v Strong Kirchheimer | 6-4,6-4 |
| Challenger Fairfield | 2023/10/09 19:15 | Strong Kirchheimer v Ethan Quinn | 7-6,7-5 |
| Challenger Fairfield | 2023/10/08 22:20 | Strong Kirchheimer v Evan Burnett | 6-2,6-2 |
| Challenger Tiburon | 2023/10/01 20:25 | Alfredo Perez v Strong Kirchheimer | 6-3,6-3 |
| Challenger Charleston | 2023/09/28 15:55 | Strong Kirchheimer v Stefan Dostanic | 6-7,3-6 |
| Challenger Charleston | 2023/09/25 15:30 | Strong Kirchheimer v Elmer Moller | 6-1,6-3 |