Stadium: Court 1 Round: 26 Ground: Hardcourt indoor
| ITF M25 Saint-Augustin | 2023/10/25 00:00 | Taha Baadi v Osgar O'Hoisin | 3-6,7-6,3-6 |
| ITF M15 Morelia | 2023/10/19 21:10 | Felix Corwin v Osgar O'Hoisin | 6-4,7-6 |
| ITF M15 Morelia | 2023/10/18 19:00 | Ryuhei Azuma v Osgar O'Hoisin | 3-6,1-6 |
| ITF M15 Morelia | 2023/10/17 21:10 | Oren Vasser v Osgar O'Hoisin | 6-7,4-6 |
| UTR Pro Texas | 2023/10/15 14:00 | Osgar O'Hoisin v JC Roddick | 3-6,6-6 |
| UTR Pro Texas | 2023/10/14 14:00 | Osgar O'Hoisin v Ritesh Patil | 6-3,7-6 |
| UTR Pro Texas | 2023/10/13 22:00 | Osgar O'Hoisin v Giulio Perego | 6-7,3-6 |
| UTR Pro Texas | 2023/10/11 20:30 | Osgar O'Hoisin v Meethre Barot | 6-1,6-1 |
| 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 |
| Challenger Charleston | 2023/09/24 15:30 | Strong Kirchheimer v Carter Pate | 6-0,6-1 |