| League Cup | 17.07.18 | Annan Athletic | - | Berwick Rangers | 4:0 |  |
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| League Two | 18.03.22 | Edinburgh City FC | - | Stranraer FC | 1:2 | ||||
| League Two | 16.04.22 | Stranraer FC | - | Kelty Hearts | 0:3 | ||||
| League Two | 12.11.22 | Stirling Albion FC | - | Annan Athletic | 0:2 |  |
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| League Two | 11.02.23 | Dumbarton FC | - | Annan Athletic | 2:1 | ||||
| League One | 27.04.24 | Annan Athletic | - | Falkirk FC | 3:3 | ||||
| League One | 31.08.24 | Stenhousemuir FC | - | Annan Athletic | 5:1 | ||||
| League One | 26.04.25 | Dumbarton FC | - | Annan Athletic | 3:1 | |
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