| League Cup | 10/10/20 | Annan Athletic | - | Stranraer FC | 4:5 pso | ||||
| League Two | 13/11/21 | Stenhousemuir FC | - | Annan Athletic | 2:0 | ||||
| League Two | 03/12/21 | Edinburgh City FC | - | Annan Athletic | 0:1 | ||||
| League Two | 02/01/22 | Stranraer FC | - | Annan Athletic | 1:1 | ||||
| League Cup | 12/07/22 | Albion Rovers | - | Cove Rangers | 1:2 | ||||
| League Two | 20/08/22 | Bonnyrigg Rose Athletic | - | Albion Rovers | 0:2 | ||||
| League Two | 17/09/22 | Albion Rovers | - | Forfar Athletic | 0:2 |  |
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| League Two | 23/12/22 | Annan Athletic | - | Albion Rovers | 5:1 |  |
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| League Two | 10/02/24 | Stranraer FC | - | Clyde FC | 2:0 | |
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| League One | 24/08/24 | Annan Athletic | - | Alloa Athletic | 0:1 | |
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| League One | 22/02/25 | Annan Athletic | - | Alloa Athletic | 3:4 |
Scotland