| League One | 03.09.22 | Queen Of The South | - | Dunfermline Athletic | 0:2 | ||||
| League One | 29.10.22 | Queen Of The South | - | Falkirk FC | 1:3 | ||||
| League One | 05.08.23 | Falkirk FC | - | Annan Athletic | 3:0 |  |
|||
| League One | 28.11.23 | Annan Athletic | - | Hamilton Academical | 1:2 | ||||
| League One | 27.01.24 | Annan Athletic | - | Edinburgh City | 3:0 | ||||
| League One | 13.04.24 | Annan Athletic | - | Cove Rangers | 4:2 | |
|||
| League One | 24.08.24 | Annan Athletic | - | Alloa Athletic | 0:1 | ||||
| League One | 22.02.25 | Annan Athletic | - | Alloa Athletic | 3:4 |  |
Écosse