| League Two | 29.10.22 | Annan Athletic | - | Dumbarton FC | 0:1 | ||||
| League Two | 21.01.23 | Annan Athletic | - | Bonnyrigg Rose Athletic | 4:0 |  |
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| League Two | 15.04.23 | Annan Athletic | - | Albion Rovers | 4:0 | ||||
| League One | 07.10.23 | Cove Rangers | - | Annan Athletic | 3:2 | ||||
| League One | 03.02.24 | Queen Of The South | - | Hamilton Academical | 0:2 | ||||
| League One | 20.04.24 | Stirling Albion FC | - | Queen Of The South | 0:0 | ||||
| League One | 04.05.24 | Montrose FC | - | Queen Of The South | 3:2 | ||||
| League One | 05.10.24 | Annan Athletic | - | Montrose FC | 1:0 | ||||
| League One | 16.11.24 | Annan Athletic | - | Kelty Hearts | 0:2 | ||||
| League One | 19.04.25 | Annan Athletic | - | Arbroath FC | 5:1 |
Inglaterra