| League Two | 03.12.22 | East Fife FC | - | Annan Athletic | 1:3 | ||||
| League One | 03.02.24 | Annan Athletic | - | Alloa Athletic | 2:3 | ||||
| League One | 16.03.24 | Montrose FC | - | Annan Athletic | 1:1 |  |
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| League Two | 10.08.24 | The Spartans FC | - | Bonnyrigg Rose Athletic | 2:0 | |
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| League Two | 19.10.24 | The Spartans FC | - | Elgin City | 1:3 |
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