Stadium: Court 5 Round: 25 Ground: Hardcourt indoor
| Challenger Columbus | 2023/09/18 19:25 | Bernard Tomic v Samuel, Toby | 6-0,6-4 |
| Challenger Columbus | 2023/09/17 21:55 | Bryce Nakashima v Samuel, Toby | 3-6,6-7 |
| Challenger Cary | 2023/09/15 19:00 | Zachary Svajda v Samuel, Toby | 7-5,5-7,6-1 |
| Challenger Cary | 2023/09/13 18:40 | Samuel, Toby v Illya Marchenko | 7-5,6-7,6-1 |
| Challenger Cary | 2023/09/11 21:00 | Schnur, Brayden v Samuel, Toby | 3-6,7-6,3-6 |
| ITF M25 Aldershot | 2023/08/20 11:00 | Arthur Fery v Samuel, Toby | 6-4,6-4 |
| ITF M25 Aldershot | 2023/08/20 09:00 | Arthur Fery v Samuel, Toby | 6-4,6-4 |
| ITF M25 Aldershot | 2023/08/19 09:30 | Samuel, Toby v Robin Bertrand | 6-3,7-5 |
| ITF M25 Edgbaston | 2023/10/16 09:00 | Phoenix Weir v Mackinlay, James | 7-6,7-6 |
| ITF M25 Edgbaston | 2023/10/15 11:30 | Phoenix Weir v Tsai, Mu Fu | 6-0,6-0 |
| ITF - M15 Monastir | 2023/09/28 08:30 | Alexey Nesterov v Phoenix Weir | 6-2,6-2 |
| ITF - M15 Monastir | 2023/09/27 08:30 | Phoenix Weir v Karan Singh | 7-5,7-6 |
| ITF - M15 Monastir | 2023/09/25 12:30 | Badenhorst, Devin v Phoenix Weir | 4-6,3-6 |
| ITF - M15 Monastir | 2023/09/25 08:30 | Phoenix Weir v Edouard Villoslada | 6-3,6-3 |
| ITF - M15 Monastir | 2023/09/24 08:30 | Davide Guerra v Phoenix Weir | 4-6,4-6 |
| ITF - M15 Monastir | 2023/09/17 08:00 | Phoenix Weir v Jean-Christian Morandais | 0-6,4-6 |