| 1. Round | 05/08/2023 | Greenock Morton FC | - | Ayr United | 3:1 |  |
|||
| 2. Round | 12/08/2023 | Ayr United | - | Inverness CT | 1:0 |
| 1. Round | 05/08/2023 | Greenock Morton FC | - | Ayr United | 3:1 | |
|||
| 2. Round | 12/08/2023 | Ayr United | - | Inverness CT | 1:0 |
| Oliver Jack Pendlebury | |
| Born: | 19.01.2002 |
| Place of birth: |
Maidenhead, 
England |
| Nationality: |
England
|
| Height: | 180 cm |
| Weight: | 71 kg |
| Position(s): | Central Midfielder Defensive Midfielder |
| Foot: | right |