Stadion: Grossman-Kennedy Stadium Round: 28 Ground: Hardcourt outdoor
| Challenger - Columbus | 2023/09/20 20:20 | Adam Walton v Tristan Schoolkate | 6-4,3-6,1-6 |
| Challenger - Tiburon | 2023/10/06 21:00 | Thai-Son Kwiatkowski v Tristan Schoolkate | 6-3,4-6,2-6 |
| Challenger - Tiburon | 2023/10/05 21:05 | Tristan Schoolkate v Ryan Peniston | 6-3,6-4 |
| Challenger - Tiburon | 2023/10/03 17:00 | Ozan Baris v Tristan Schoolkate | 3-6,1-6 |
| Challenger - Charleston | 2023/09/27 14:00 | Tristan Schoolkate v Denis Kudla | 4-6,5-7 |
| Challenger - Columbus | 2023/09/22 16:00 | Tristan Schoolkate v Denis Kudla | 2-6,4-6 |
| Challenger - Columbus | 2023/09/20 20:20 | Adam Walton v Tristan Schoolkate | 6-4,3-6,1-6 |
| Challenger - Columbus | 2023/09/18 22:55 | Tristan Schoolkate v Abedallah Shelbayh | 6-4,6-3 |
| Challenger - Cary | 2023/09/12 19:35 | Tristan Schoolkate v Strong Kirchheimer | 7-6,3-6,6-7 |
| Challenger - Tiburon | 2023/10/06 18:00 | Bernard Tomic v Adam Walton | 4-6,4-6 |
| Challenger - Tiburon | 2023/10/05 20:05 | Learner Tien v Adam Walton | 2-6,4-6 |
| Challenger - Tiburon | 2023/10/03 21:20 | Adam Walton v Vasek Pospisil | 6-4,7-6 |
| Challenger - Charleston | 2023/09/29 15:00 | Adam Walton v Ryan Peniston | 5-7,6-1,3-6 |
| Challenger - Charleston | 2023/09/28 14:00 | Adam Walton v Mohamed Aziz Dougaz | 6-3,7-6 |
| Challenger - Charleston | 2023/09/26 15:25 | Adam Walton v Skander Mansouri | 7-6,6-2 |
| Challenger - Columbus | 2023/09/20 20:20 | Adam Walton v Tristan Schoolkate | 6-4,3-6,1-6 |
| Challenger - Columbus | 2023/09/18 20:45 | Adam Walton v Giovanni Mpetshi Perricard | 7-5,6-4 |