| League One | 26/08/23 | Cove Rangers | - | Queen Of The South | 1:2 | ||||
| League One | 14/11/23 | Cove Rangers | - | Montrose FC | 1:0 | ||||
| League Cup | 16/07/24 | Annan Athletic | - | Bonnyrigg Rose Athletic | 7:6 pso |  |
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| League One | 03/08/24 | Cove Rangers | - | Annan Athletic | 1:3 | ||||
| Chall. Cup | 07/09/24 | Stranraer FC | - | Annan Athletic | 1:5 | ||||
| League One | 26/10/24 | Annan Athletic | - | Queen Of The South | 1:0 |
Scotland
