| League Two | 16.10.21 | Stirling Albion FC | - | Stranraer FC | 1:1 |  |
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| League Two | 09.04.22 | Albion Rovers | - | Stranraer FC | 0:5 |  |
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| League Two | 26.11.22 | Stranraer FC | - | Annan Athletic | 1:1 | ||||
| FA Cup | 30.11.24 | Fraserburgh FC | - | Annan Athletic | 2:0 | ||||
| League One | 25.01.25 | Annan Athletic | - | Montrose FC | 2:2 | |
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