Stadium: Court 24 Round: 44 Ground: Grass
| ITF M15 Monastir | 2023/09/21 11:40 | Keshav Chopra v Timothy Gray | 4-6,6-3,6-0 |
| ITF M15 Monastir | 2023/09/11 09:45 | Valentin Lapalu v Timothy Gray | 6-2,7-5 |
| ITF M15 Monastir | 2023/09/10 09:30 | Milosz Sroka v Timothy Gray | 4-6,5-7 |
| ITF M25 Monastir | 2023/09/05 10:00 | Abedallah Shelbayh v Timothy Gray | 6-2,6-2 |
| ITF M15 Monastir | 2023/08/30 11:20 | Alexandros Skorilas v Timothy Gray | 6-3,3-6,6-3 |
| ITF M15 Monastir | 2023/08/28 14:00 | Aaron Gil Garcia v Timothy Gray | 3-6,6-7 |
| ITF M15 Monastir | 2023/08/27 08:00 | Ahmed Mouhan v Timothy Gray | 2-6,1-6 |
| ITF M25 Herzlia | 2023/08/07 09:30 | Alon Elia v Timothy Gray | 6-7,1-6 |